(2S,3R)-3-((S)-2-{[(S)-1-((S)-2-Amino-4-methyl-pentanoyl)-pyrrolidine-2-carbonyl]-methyl-amino}-3-phenyl-propionyloxy)-2-tert-butoxycarbonylamino-butyric acid 2-trimethylsilanyl-ethoxymethyl ester

Base Information

• Chemical Name: (2S,3R)-3-((S)-2-{[(S)-1-((S)-2-Amino-4-methyl-pentanoyl)-pyrrolidine-2-carbonyl]-methyl-amino}-3-phenyl-propionyloxy)-2-tert-butoxycarbonylamino-butyric acid 2-trimethylsilanyl-ethoxymethyl ester
• CAS No.: 766513-71-7
• Molecular Formula: C₃₆H₆₀N₄O₉Si
• Molecular Weight: 720.979
• Mol file: 766513-71-7.mol

Synonyms:(2S,3R)-3-((S)-2-{[(S)-1-((S)-2-Amino-4-methyl-pentanoyl)-pyrrolidine-2-carbonyl]-methyl-amino}-3-phenyl-propionyloxy)-2-tert-butoxycarbonylamino-butyric acid 2-trimethylsilanyl-ethoxymethyl ester

Chemical Property of (2S,3R)-3-((S)-2-{[(S)-1-((S)-2-Amino-4-methyl-pentanoyl)-pyrrolidine-2-carbonyl]-methyl-amino}-3-phenyl-propionyloxy)-2-tert-butoxycarbonylamino-butyric acid 2-trimethylsilanyl-ethoxymethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-3-((S)-2-{[(S)-1-((S)-2-Amino-4-methyl-pentanoyl)-pyrrolidine-2-carbonyl]-methyl-amino}-3-phenyl-propionyloxy)-2-tert-butoxycarbonylamino-butyric acid 2-trimethylsilanyl-ethoxymethyl ester

There total 10 articles about (2S,3R)-3-((S)-2-{[(S)-1-((S)-2-Amino-4-methyl-pentanoyl)-pyrrolidine-2-carbonyl]-methyl-amino}-3-phenyl-propionyloxy)-2-tert-butoxycarbonylamino-butyric acid 2-trimethylsilanyl-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: 97.0%

(2S,3R)-3-((S)-2-{[(S)-1-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoyl)-pyrrolidine-2-carbonyl]-methyl-amino}-3-phenyl-propionyloxy)-2-tert-butoxycarbonylamino-butyric acid 2-trimethylsilanyl-ethoxymethyl ester (220657-18-1) → (2S,3R)-3-((S)-2-{[(S)-1-((S)-2-Amino-4-methyl-pentanoyl)-pyrrolidine-2-carbonyl]-methyl-amino}-3-phenyl-propionyloxy)-2-tert-butoxycarbonylamino-butyric acid 2-trimethylsilanyl-ethoxymethyl ester (766513-71-7)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; under 760.051 Torr;

DOI:10.1021/jo070412r

Reference yield:

(S)-N-benzyloxycarbonyl-N-methyl-phenyl alanine (2899-07-2) → (2S,3R)-3-((S)-2-{[(S)-1-((S)-2-Amino-4-methyl-pentanoyl)-pyrrolidine-2-carbonyl]-methyl-amino}-3-phenyl-propionyloxy)-2-tert-butoxycarbonylamino-butyric acid 2-trimethylsilanyl-ethoxymethyl ester (766513-71-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 60 percent / triethylamine; 4-(dimethylamino)pyridine; isopropenyl chloroformate / CH₂Cl₂ / 1 h / 0 °C

2: 98 percent / hydrogen / Pd(OH)2 / methanol / 760.05 Torr

3: 55 percent / bis(2-oxo-3-oxazolidinyl)phosphinic chloride; N-methylmorpholine / CH₂Cl₂ / -15 - 20 °C

4: 97 percent / hydrogen / Pd(OH)2 / methanol / 760.05 Torr

With 4-methyl-morpholine; dmap; Isopropenyl chloroformate; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; palladium dihydroxide; In methanol; dichloromethane;

DOI:10.1021/jo070412r

Reference yield:

Z-Leu-OH (2018-66-8) → (2S,3R)-3-((S)-2-{[(S)-1-((S)-2-Amino-4-methyl-pentanoyl)-pyrrolidine-2-carbonyl]-methyl-amino}-3-phenyl-propionyloxy)-2-tert-butoxycarbonylamino-butyric acid 2-trimethylsilanyl-ethoxymethyl ester (766513-71-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / N,N'-dicyclohexylcarbodiimide; 1-hydroxybenzotriazole; N-methylmorpholine / CH₂Cl₂ / 0 - 20 °C

2: 90 percent / LiOH / tetrahydrofuran; H₂O / 0 - 20 °C

3: 55 percent / bis(2-oxo-3-oxazolidinyl)phosphinic chloride; N-methylmorpholine / CH₂Cl₂ / -15 - 20 °C

4: 97 percent / hydrogen / Pd(OH)2 / methanol / 760.05 Torr

With 4-methyl-morpholine; lithium hydroxide; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1021/jo070412r

upstream raw materials:

(2S,3R)-3-((S)-2-{[(S)-1-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoyl)-pyrrolidine-2-carbonyl]-methyl-amino}-3-phenyl-propionyloxy)-2-tert-butoxycarbonylamino-butyric acid 2-trimethylsilanyl-ethoxymethyl ester

Z-Leu-OH

N-Cbz-L-Phe

(S)-N-benzyloxycarbonyl-N-methyl-phenyl alanine

Downstream raw materials:

(20-benzyl-5-isobutyl-8,13-diisopropyl-17,21-dimethyl-4,7,10,15,19,22-hexaoxo-12-triisopropylsilanyloxy-eicosahydro-9,18-dioxa-3a,6,14,21-tetraaza-cyclopentacycloheneicosen-16-yl)-carbamic acid tert-butyl ester

4-amino-5-methyl-3-triisopropylsilanyloxy-hexanoic acid 1-[1-(2-{[1-(2-tert-butoxycarbonylamino-2-carboxy-1-methyl-ethoxycarbonyl)-2-phenyl-ethyl]-methyl-carbamoyl}-pyrrolidine-1-carbonyl)-3-methyl-butylcarbamoyl]-2-methyl-propyl ester