(2S,3S)-2-{(2S,3R)-2-[(R)-2-((2S,3R)-2-Amino-3-phenyl-butyrylamino)-3-((1R,2R)-2-nitro-cyclopropyl)-propionylamino]-3-phenyl-butyrylamino}-3-methyl-pentanoic acid methoxymethyl ester

Base Information

• Chemical Name: (2S,3S)-2-{(2S,3R)-2-[(R)-2-((2S,3R)-2-Amino-3-phenyl-butyrylamino)-3-((1R,2R)-2-nitro-cyclopropyl)-propionylamino]-3-phenyl-butyrylamino}-3-methyl-pentanoic acid methoxymethyl ester
• CAS No.: 872311-81-4
• Molecular Formula: C₃₄H₄₇N₅O₈
• Molecular Weight: 653.776
• Mol file: 872311-81-4.mol

Synonyms:(2S,3S)-2-{(2S,3R)-2-[(R)-2-((2S,3R)-2-Amino-3-phenyl-butyrylamino)-3-((1R,2R)-2-nitro-cyclopropyl)-propionylamino]-3-phenyl-butyrylamino}-3-methyl-pentanoic acid methoxymethyl ester

Chemical Property of (2S,3S)-2-{(2S,3R)-2-[(R)-2-((2S,3R)-2-Amino-3-phenyl-butyrylamino)-3-((1R,2R)-2-nitro-cyclopropyl)-propionylamino]-3-phenyl-butyrylamino}-3-methyl-pentanoic acid methoxymethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-2-{(2S,3R)-2-[(R)-2-((2S,3R)-2-Amino-3-phenyl-butyrylamino)-3-((1R,2R)-2-nitro-cyclopropyl)-propionylamino]-3-phenyl-butyrylamino}-3-methyl-pentanoic acid methoxymethyl ester

There total 13 articles about (2S,3S)-2-{(2S,3R)-2-[(R)-2-((2S,3R)-2-Amino-3-phenyl-butyrylamino)-3-((1R,2R)-2-nitro-cyclopropyl)-propionylamino]-3-phenyl-butyrylamino}-3-methyl-pentanoic acid methoxymethyl 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:

(2S,3S)-2-{(2S,3R)-2-[(R)-2-[(2S,3R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-butyrylamino]-3-((1R,2R)-2-nitro-cyclopropyl)-propionylamino]-3-phenyl-butyrylamino}-3-methyl-pentanoic acid methoxymethyl ester (802911-26-8) → (2S,3S)-2-{(2S,3R)-2-[(R)-2-((2S,3R)-2-Amino-3-phenyl-butyrylamino)-3-((1R,2R)-2-nitro-cyclopropyl)-propionylamino]-3-phenyl-butyrylamino}-3-methyl-pentanoic acid methoxymethyl ester (872311-81-4)

Guidance literature:

With diethylamine; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1002/chem.200400249

Reference yield:

Ile-OMOM (1026352-71-5) → (2S,3S)-2-{(2S,3R)-2-[(R)-2-((2S,3R)-2-Amino-3-phenyl-butyrylamino)-3-((1R,2R)-2-nitro-cyclopropyl)-propionylamino]-3-phenyl-butyrylamino}-3-methyl-pentanoic acid methoxymethyl ester (872311-81-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: EDC; HOAt / CH₂Cl₂ / 0.17 h / 4 °C

1.2: 0.40 g / TMP / CH₂Cl₂ / 2 h / 20 °C

2.1: H₂; AcOH / Pd/C / ethyl acetate / 1 h / ambient pressure

3.1: H₂; AcOH / Pd/C / ethyl acetate / 1 h / ambient pressure

3.2: EDC; HOAt / CH₂Cl₂ / 0.17 h / 4 °C

3.3: 0.220 g / TMP / CH₂Cl₂ / 15 h / 20 °C

4.1: H₂; Et₂NH / Pd/C / acetonitrile / 0.5 h / 20 °C

5.1: EDC; HOAt / CH₂Cl₂; acetonitrile / 0.17 h / 4 °C

5.2: 195 mg / TMP / CH₂Cl₂; acetonitrile / 15 h / 20 °C

6.1: Et₂NH / acetonitrile / 0.5 h / 20 °C

With 1-hydroxy-7-aza-benzotriazole; hydrogen; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; diethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; acetonitrile;

DOI:10.1002/chem.200400249

Reference yield:

N-Z-3-(2S,3R)-β-methylphenylalanine (321524-72-5) → (2S,3S)-2-{(2S,3R)-2-[(R)-2-((2S,3R)-2-Amino-3-phenyl-butyrylamino)-3-((1R,2R)-2-nitro-cyclopropyl)-propionylamino]-3-phenyl-butyrylamino}-3-methyl-pentanoic acid methoxymethyl ester (872311-81-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: EDC; HOAt / CH₂Cl₂ / 0.17 h / 4 °C

1.2: 0.40 g / TMP / CH₂Cl₂ / 2 h / 20 °C

2.1: H₂; AcOH / Pd/C / ethyl acetate / 1 h / ambient pressure

3.1: H₂; AcOH / Pd/C / ethyl acetate / 1 h / ambient pressure

3.2: EDC; HOAt / CH₂Cl₂ / 0.17 h / 4 °C

3.3: 0.220 g / TMP / CH₂Cl₂ / 15 h / 20 °C

4.1: H₂; Et₂NH / Pd/C / acetonitrile / 0.5 h / 20 °C

5.1: EDC; HOAt / CH₂Cl₂; acetonitrile / 0.17 h / 4 °C

5.2: 195 mg / TMP / CH₂Cl₂; acetonitrile / 15 h / 20 °C

6.1: Et₂NH / acetonitrile / 0.5 h / 20 °C

With 1-hydroxy-7-aza-benzotriazole; hydrogen; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; diethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; acetonitrile;

DOI:10.1002/chem.200400249

upstream raw materials:

(2S,3S)-2-{(2S,3R)-2-[(R)-2-[(2S,3R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-butyrylamino]-3-((1R,2R)-2-nitro-cyclopropyl)-propionylamino]-3-phenyl-butyrylamino}-3-methyl-pentanoic acid methoxymethyl ester

Ile-OMOM

N-Z-isoleucine methoxymethyl ester

N-Z-3-(2S,3R)-β-methylphenylalanine

Downstream raw materials:

C₅₇H₇₃ClN₁₀O₁₅

[5-sec-butyl-18-methyl-11-(2-nitro-cyclopropylmethyl)-4,7,10,13,16,20-hexaoxo-8,14-bis-(1-phenyl-ethyl)-2-propenyl-octadecahydro-19-oxa-3a,6,9,12,15-pentaaza-cyclopentacyclononadecen-17-yl]-carbamic acid 4-methyl-benzyl ester

C₆₀H₈₁N₇O₁₅