(S)-4-Amino-4-(ethoxycarbonylmethyl-carbamoyl)-butyric acid benzyl ester

Base Information

• Chemical Name: (S)-4-Amino-4-(ethoxycarbonylmethyl-carbamoyl)-butyric acid benzyl ester
• CAS No.: 89092-94-4
• Molecular Formula: C₁₆H₂₂N₂O₅
• Molecular Weight: 322.361
• Mol file: 89092-94-4.mol

Synonyms:(S)-4-Amino-4-(ethoxycarbonylmethyl-carbamoyl)-butyric acid benzyl ester

Chemical Property of (S)-4-Amino-4-(ethoxycarbonylmethyl-carbamoyl)-butyric acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-Amino-4-(ethoxycarbonylmethyl-carbamoyl)-butyric acid benzyl ester

There total 2 articles about (S)-4-Amino-4-(ethoxycarbonylmethyl-carbamoyl)-butyric acid benzyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

N-α-tert-butoxycarbonyl-γ-benzyl ester L-glutamylglycine ethyl ester (72917-81-8) → (S)-4-Amino-4-(ethoxycarbonylmethyl-carbamoyl)-butyric acid benzyl ester (89092-94-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0960-894X(98)00116-4

Reference yield:

Boc-Glu(OBzl)-OH (13574-13-5) → (S)-4-Amino-4-(ethoxycarbonylmethyl-carbamoyl)-butyric acid benzyl ester (89092-94-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / HBTU, Et₃N / acetonitrile / Ambient temperature

2: TFA / CH₂Cl₂

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; trifluoroacetic acid; In dichloromethane; acetonitrile;

DOI:10.1016/S0960-894X(98)00116-4

Reference yield: 76.0%

N-tert-butoxycarbonyl glutamic acid tert-butyl ester (24277-39-2) + (S)-4-Amino-4-(ethoxycarbonylmethyl-carbamoyl)-butyric acid benzyl ester (89092-94-4) → (S)-4-[(S)-3-Benzyloxycarbonyl-1-(ethoxycarbonylmethyl-carbamoyl)-propylcarbamoyl]-2-tert-butoxycarbonylamino-butyric acid tert-butyl ester (205812-42-6)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In acetonitrile;

DOI:10.1016/S0960-894X(98)00116-4

upstream raw materials:

N-α-tert-butoxycarbonyl-γ-benzyl ester L-glutamylglycine ethyl ester

Boc-Glu(OBzl)-OH

Downstream raw materials:

(S)-4-[(S)-3-Benzyloxycarbonyl-1-(ethoxycarbonylmethyl-carbamoyl)-propylcarbamoyl]-2-tert-butoxycarbonylamino-butyric acid tert-butyl ester

(S)-2-tert-Butoxycarbonylamino-4-[(S)-3-carboxy-1-(ethoxycarbonylmethyl-carbamoyl)-propylcarbamoyl]-butyric acid tert-butyl ester

(S)-4-[(S)-3-Benzyloxycarbamoyl-1-(ethoxycarbonylmethyl-carbamoyl)-propylcarbamoyl]-2-tert-butoxycarbonylamino-butyric acid tert-butyl ester

(S)-4-[(S)-3-(Benzyloxy-methyl-carbamoyl)-1-(ethoxycarbonylmethyl-carbamoyl)-propylcarbamoyl]-2-tert-butoxycarbonylamino-butyric acid tert-butyl ester