diff --git a/protos/google/cloud/kms/v1/resources.proto b/protos/google/cloud/kms/v1/resources.proto
index 47a5c63a..c3aa320f 100644
--- a/protos/google/cloud/kms/v1/resources.proto
+++ b/protos/google/cloud/kms/v1/resources.proto
@@ -300,6 +300,15 @@ message CryptoKeyVersion {
     // RSAES-OAEP 4096 bit key with a SHA512 digest.
     RSA_DECRYPT_OAEP_4096_SHA512 = 17;
 
+    // RSAES-OAEP 2048 bit key with a SHA1 digest.
+    RSA_DECRYPT_OAEP_2048_SHA1 = 37;
+
+    // RSAES-OAEP 3072 bit key with a SHA1 digest.
+    RSA_DECRYPT_OAEP_3072_SHA1 = 38;
+
+    // RSAES-OAEP 4096 bit key with a SHA1 digest.
+    RSA_DECRYPT_OAEP_4096_SHA1 = 39;
+
     // ECDSA on the NIST P-256 curve with a SHA256 digest.
     EC_SIGN_P256_SHA256 = 12;
 
diff --git a/protos/protos.d.ts b/protos/protos.d.ts
index 7fe59899..61149ae1 100644
--- a/protos/protos.d.ts
+++ b/protos/protos.d.ts
@@ -669,6 +669,9 @@ export namespace google {
                         RSA_DECRYPT_OAEP_3072_SHA256 = 9,
                         RSA_DECRYPT_OAEP_4096_SHA256 = 10,
                         RSA_DECRYPT_OAEP_4096_SHA512 = 17,
+                        RSA_DECRYPT_OAEP_2048_SHA1 = 37,
+                        RSA_DECRYPT_OAEP_3072_SHA1 = 38,
+                        RSA_DECRYPT_OAEP_4096_SHA1 = 39,
                         EC_SIGN_P256_SHA256 = 12,
                         EC_SIGN_P384_SHA384 = 13,
                         EC_SIGN_SECP256K1_SHA256 = 31,
diff --git a/protos/protos.js b/protos/protos.js
index 4f460c82..d42b83be 100644
--- a/protos/protos.js
+++ b/protos/protos.js
@@ -973,6 +973,9 @@
                                 case 9:
                                 case 10:
                                 case 17:
+                                case 37:
+                                case 38:
+                                case 39:
                                 case 12:
                                 case 13:
                                 case 31:
@@ -1070,6 +1073,18 @@
                             case 17:
                                 message.algorithm = 17;
                                 break;
+                            case "RSA_DECRYPT_OAEP_2048_SHA1":
+                            case 37:
+                                message.algorithm = 37;
+                                break;
+                            case "RSA_DECRYPT_OAEP_3072_SHA1":
+                            case 38:
+                                message.algorithm = 38;
+                                break;
+                            case "RSA_DECRYPT_OAEP_4096_SHA1":
+                            case 39:
+                                message.algorithm = 39;
+                                break;
                             case "EC_SIGN_P256_SHA256":
                             case 12:
                                 message.algorithm = 12;
@@ -1742,6 +1757,9 @@
                                 case 9:
                                 case 10:
                                 case 17:
+                                case 37:
+                                case 38:
+                                case 39:
                                 case 12:
                                 case 13:
                                 case 31:
@@ -1919,6 +1937,18 @@
                             case 17:
                                 message.algorithm = 17;
                                 break;
+                            case "RSA_DECRYPT_OAEP_2048_SHA1":
+                            case 37:
+                                message.algorithm = 37;
+                                break;
+                            case "RSA_DECRYPT_OAEP_3072_SHA1":
+                            case 38:
+                                message.algorithm = 38;
+                                break;
+                            case "RSA_DECRYPT_OAEP_4096_SHA1":
+                            case 39:
+                                message.algorithm = 39;
+                                break;
                             case "EC_SIGN_P256_SHA256":
                             case 12:
                                 message.algorithm = 12;
@@ -2073,6 +2103,9 @@
                          * @property {number} RSA_DECRYPT_OAEP_3072_SHA256=9 RSA_DECRYPT_OAEP_3072_SHA256 value
                          * @property {number} RSA_DECRYPT_OAEP_4096_SHA256=10 RSA_DECRYPT_OAEP_4096_SHA256 value
                          * @property {number} RSA_DECRYPT_OAEP_4096_SHA512=17 RSA_DECRYPT_OAEP_4096_SHA512 value
+                         * @property {number} RSA_DECRYPT_OAEP_2048_SHA1=37 RSA_DECRYPT_OAEP_2048_SHA1 value
+                         * @property {number} RSA_DECRYPT_OAEP_3072_SHA1=38 RSA_DECRYPT_OAEP_3072_SHA1 value
+                         * @property {number} RSA_DECRYPT_OAEP_4096_SHA1=39 RSA_DECRYPT_OAEP_4096_SHA1 value
                          * @property {number} EC_SIGN_P256_SHA256=12 EC_SIGN_P256_SHA256 value
                          * @property {number} EC_SIGN_P384_SHA384=13 EC_SIGN_P384_SHA384 value
                          * @property {number} EC_SIGN_SECP256K1_SHA256=31 EC_SIGN_SECP256K1_SHA256 value
@@ -2095,6 +2128,9 @@
                             values[valuesById[9] = "RSA_DECRYPT_OAEP_3072_SHA256"] = 9;
                             values[valuesById[10] = "RSA_DECRYPT_OAEP_4096_SHA256"] = 10;
                             values[valuesById[17] = "RSA_DECRYPT_OAEP_4096_SHA512"] = 17;
+                            values[valuesById[37] = "RSA_DECRYPT_OAEP_2048_SHA1"] = 37;
+                            values[valuesById[38] = "RSA_DECRYPT_OAEP_3072_SHA1"] = 38;
+                            values[valuesById[39] = "RSA_DECRYPT_OAEP_4096_SHA1"] = 39;
                             values[valuesById[12] = "EC_SIGN_P256_SHA256"] = 12;
                             values[valuesById[13] = "EC_SIGN_P384_SHA384"] = 13;
                             values[valuesById[31] = "EC_SIGN_SECP256K1_SHA256"] = 31;
@@ -2353,6 +2389,9 @@
                                 case 9:
                                 case 10:
                                 case 17:
+                                case 37:
+                                case 38:
+                                case 39:
                                 case 12:
                                 case 13:
                                 case 31:
@@ -2452,6 +2491,18 @@
                             case 17:
                                 message.algorithm = 17;
                                 break;
+                            case "RSA_DECRYPT_OAEP_2048_SHA1":
+                            case 37:
+                                message.algorithm = 37;
+                                break;
+                            case "RSA_DECRYPT_OAEP_3072_SHA1":
+                            case 38:
+                                message.algorithm = 38;
+                                break;
+                            case "RSA_DECRYPT_OAEP_4096_SHA1":
+                            case 39:
+                                message.algorithm = 39;
+                                break;
                             case "EC_SIGN_P256_SHA256":
                             case 12:
                                 message.algorithm = 12;
@@ -8408,6 +8459,9 @@
                                 case 9:
                                 case 10:
                                 case 17:
+                                case 37:
+                                case 38:
+                                case 39:
                                 case 12:
                                 case 13:
                                 case 31:
@@ -8499,6 +8553,18 @@
                             case 17:
                                 message.algorithm = 17;
                                 break;
+                            case "RSA_DECRYPT_OAEP_2048_SHA1":
+                            case 37:
+                                message.algorithm = 37;
+                                break;
+                            case "RSA_DECRYPT_OAEP_3072_SHA1":
+                            case 38:
+                                message.algorithm = 38;
+                                break;
+                            case "RSA_DECRYPT_OAEP_4096_SHA1":
+                            case 39:
+                                message.algorithm = 39;
+                                break;
                             case "EC_SIGN_P256_SHA256":
                             case 12:
                                 message.algorithm = 12;
diff --git a/protos/protos.json b/protos/protos.json
index cbee522b..abdeb0c1 100644
--- a/protos/protos.json
+++ b/protos/protos.json
@@ -282,6 +282,9 @@
                             "RSA_DECRYPT_OAEP_3072_SHA256": 9,
                             "RSA_DECRYPT_OAEP_4096_SHA256": 10,
                             "RSA_DECRYPT_OAEP_4096_SHA512": 17,
+                            "RSA_DECRYPT_OAEP_2048_SHA1": 37,
+                            "RSA_DECRYPT_OAEP_3072_SHA1": 38,
+                            "RSA_DECRYPT_OAEP_4096_SHA1": 39,
                             "EC_SIGN_P256_SHA256": 12,
                             "EC_SIGN_P384_SHA384": 13,
                             "EC_SIGN_SECP256K1_SHA256": 31,