(2S,3R)-3-Acetoxy-2-tert-butoxycarbonylamino-butyric acid 4-nitro-benzyl ester

Base Information

• Chemical Name: (2S,3R)-3-Acetoxy-2-tert-butoxycarbonylamino-butyric acid 4-nitro-benzyl ester
• CAS No.: 254902-52-8
• Molecular Formula: C₁₈H₂₄N₂O₈
• Molecular Weight: 396.397
• Mol file: 254902-52-8.mol

Synonyms:(2S,3R)-3-Acetoxy-2-tert-butoxycarbonylamino-butyric acid 4-nitro-benzyl ester

Chemical Property of (2S,3R)-3-Acetoxy-2-tert-butoxycarbonylamino-butyric acid 4-nitro-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-3-Acetoxy-2-tert-butoxycarbonylamino-butyric acid 4-nitro-benzyl ester

There total 3 articles about (2S,3R)-3-Acetoxy-2-tert-butoxycarbonylamino-butyric acid 4-nitro-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: 95.0%

acetic anhydride (108-24-7) + Boc-Thr-ONbn (77313-56-5) → (2S,3R)-3-Acetoxy-2-tert-butoxycarbonylamino-butyric acid 4-nitro-benzyl ester (254902-52-8)

Guidance literature:

With dmap; In ethyl acetate; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(99)00815-7

Reference yield:

Boc-Thr-OH (2592-18-9) → (2S,3R)-3-Acetoxy-2-tert-butoxycarbonylamino-butyric acid 4-nitro-benzyl ester (254902-52-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / Et₃N / ethyl acetate / 6 h / Heating

2: 95 percent / DMAP / ethyl acetate / 2 h / 20 °C

With dmap; triethylamine; In ethyl acetate; 1: Alkylation / 2: Acetylation;

DOI:10.1016/S0040-4020(99)00815-7

Reference yield:

1-bromomethyl-4-nitro-benzene (100-11-8) → (2S,3R)-3-Acetoxy-2-tert-butoxycarbonylamino-butyric acid 4-nitro-benzyl ester (254902-52-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / Et₃N / ethyl acetate / 6 h / Heating

2: 95 percent / DMAP / ethyl acetate / 2 h / 20 °C

With dmap; triethylamine; In ethyl acetate; 1: Alkylation / 2: Acetylation;

DOI:10.1016/S0040-4020(99)00815-7

upstream raw materials:

acetic anhydride

Boc-Thr-ONbn

Boc-Thr-OH

1-bromomethyl-4-nitro-benzene

Downstream raw materials:

(2S,3R)-3-acetoxy-2-(tert-butoxycarbonylamino)butanoic acid