(2S,3R)-2-tert-Butoxycarbonylamino-3-[(S)-3-(4-methoxy-phenyl)-2-methylamino-propionyloxy]-butyric acid 2-trimethylsilanyloxy-ethoxymethyl ester

Base Information

• Chemical Name: (2S,3R)-2-tert-Butoxycarbonylamino-3-[(S)-3-(4-methoxy-phenyl)-2-methylamino-propionyloxy]-butyric acid 2-trimethylsilanyloxy-ethoxymethyl ester
• CAS No.: 327159-85-3
• Molecular Formula: C₂₆H₄₄N₂O₉Si
• Molecular Weight: 556.729
• Mol file: 327159-85-3.mol

Synonyms:(2S,3R)-2-tert-Butoxycarbonylamino-3-[(S)-3-(4-methoxy-phenyl)-2-methylamino-propionyloxy]-butyric acid 2-trimethylsilanyloxy-ethoxymethyl ester

Chemical Property of (2S,3R)-2-tert-Butoxycarbonylamino-3-[(S)-3-(4-methoxy-phenyl)-2-methylamino-propionyloxy]-butyric acid 2-trimethylsilanyloxy-ethoxymethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-2-tert-Butoxycarbonylamino-3-[(S)-3-(4-methoxy-phenyl)-2-methylamino-propionyloxy]-butyric acid 2-trimethylsilanyloxy-ethoxymethyl ester

There total 4 articles about (2S,3R)-2-tert-Butoxycarbonylamino-3-[(S)-3-(4-methoxy-phenyl)-2-methylamino-propionyloxy]-butyric acid 2-trimethylsilanyloxy-ethoxymethyl 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: 100.0%

(2S,3R)-3-[(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-(4-methoxy-phenyl)-propionyloxy]-2-tert-butoxycarbonylamino-butyric acid 2-trimethylsilanyloxy-ethoxymethyl ester (327159-84-2) → (2S,3R)-2-tert-Butoxycarbonylamino-3-[(S)-3-(4-methoxy-phenyl)-2-methylamino-propionyloxy]-butyric acid 2-trimethylsilanyloxy-ethoxymethyl ester (327159-85-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; ethyl acetate;

DOI:10.1016/S0960-894X(00)00585-0

Reference yield:

Boc-Thr-OH (2592-18-9) → (2S,3R)-2-tert-Butoxycarbonylamino-3-[(S)-3-(4-methoxy-phenyl)-2-methylamino-propionyloxy]-butyric acid 2-trimethylsilanyloxy-ethoxymethyl ester (327159-85-3)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / tetrahydrofuran

2: IPCF; Et₃N; DMAP / CH₂Cl₂

3: 100 percent / H₂ / 10 percent Pd/C / ethyl acetate; methanol

With dmap; hydrogen; isopropyl chloroformate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;

DOI:10.1016/S0960-894X(00)00585-0

Reference yield:

2-(trimethylsilyl)ethoxymethoxy chloride → (2S,3R)-2-tert-Butoxycarbonylamino-3-[(S)-3-(4-methoxy-phenyl)-2-methylamino-propionyloxy]-butyric acid 2-trimethylsilanyloxy-ethoxymethyl ester (327159-85-3)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / tetrahydrofuran

2: IPCF; Et₃N; DMAP / CH₂Cl₂

3: 100 percent / H₂ / 10 percent Pd/C / ethyl acetate; methanol

With dmap; hydrogen; isopropyl chloroformate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;

DOI:10.1016/S0960-894X(00)00585-0

upstream raw materials:

(2S,3R)-3-[(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-(4-methoxy-phenyl)-propionyloxy]-2-tert-butoxycarbonylamino-butyric acid 2-trimethylsilanyloxy-ethoxymethyl ester

Boc-Thr-OH

Downstream raw materials:

3-[2-({1-[6-benzyloxycarbonylamino-2-(2,2,2-trichloro-ethoxycarbonylamino)-hexanoyl]-pyrrolidine-2-carbonyl}-methyl-amino)-3-(4-methoxy-phenyl)-propionyloxy]-2-tert-butoxycarbonylamino-butyric acid 2-trimethylsilanyloxy-ethoxymethyl ester

(2S,3R)-3-[(S)-2-({(S)-1-[(S)-6-Benzyloxycarbonylamino-2-(2,2,2-trichloro-ethoxycarbonylamino)-hexanoyl]-pyrrolidine-2-carbonyl}-methyl-amino)-3-(4-methoxy-phenyl)-propionyloxy]-2-tert-butoxycarbonylamino-butyric acid