2-[(S)-1-((S)-2-Amino-3-benzyloxy-2-methyl-propionylamino)-2-benzyloxy-1-methyl-ethyl]-5-methyl-oxazole-4-carboxylic acid methylamide

Base Information

• Chemical Name: 2-[(S)-1-((S)-2-Amino-3-benzyloxy-2-methyl-propionylamino)-2-benzyloxy-1-methyl-ethyl]-5-methyl-oxazole-4-carboxylic acid methylamide
• CAS No.: 819081-59-9
• Molecular Formula: C₂₇H₃₄N₄O₅
• Molecular Weight: 494.591
• Mol file: 819081-59-9.mol

Synonyms:2-[(S)-1-((S)-2-Amino-3-benzyloxy-2-methyl-propionylamino)-2-benzyloxy-1-methyl-ethyl]-5-methyl-oxazole-4-carboxylic acid methylamide

Chemical Property of 2-[(S)-1-((S)-2-Amino-3-benzyloxy-2-methyl-propionylamino)-2-benzyloxy-1-methyl-ethyl]-5-methyl-oxazole-4-carboxylic acid methylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(S)-1-((S)-2-Amino-3-benzyloxy-2-methyl-propionylamino)-2-benzyloxy-1-methyl-ethyl]-5-methyl-oxazole-4-carboxylic acid methylamide

There total 11 articles about 2-[(S)-1-((S)-2-Amino-3-benzyloxy-2-methyl-propionylamino)-2-benzyloxy-1-methyl-ethyl]-5-methyl-oxazole-4-carboxylic acid methylamide 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: 86.0%

2-<(1S)-2-(Benzyloxy)-1-<<(2S)-3-(benzyloxy)-2-methyl-2-<<<2-(trimethylsilyl)ethyl>sulfonyl>amino>propionyl>amino>-1-methylethyl>-5-methyloxazole-4-carboxylic acid methylamide (171011-87-3) → 2-[(S)-1-((S)-2-Amino-3-benzyloxy-2-methyl-propionylamino)-2-benzyloxy-1-methyl-ethyl]-5-methyl-oxazole-4-carboxylic acid methylamide (819081-59-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In 1,4-dioxane; for 12h; Heating;

DOI:10.1021/jo00127a030

Reference yield:

(S)-3-Benzyloxy-2-methyl-2-(2-trimethylsilanyl-ethanesulfonylamino)-propionic acid (168553-64-8) → 2-[(S)-1-((S)-2-Amino-3-benzyloxy-2-methyl-propionylamino)-2-benzyloxy-1-methyl-ethyl]-5-methyl-oxazole-4-carboxylic acid methylamide (819081-59-9)

Guidance literature:

Multi-step reaction with 2 steps

1: DMAP, bromotripyrrolidinophosphonium hexafluorophosphate / CH₂Cl₂

2: Bu₄NF / dioxane

With dmap; tetrabutyl ammonium fluoride; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In 1,4-dioxane; dichloromethane;

DOI:10.1055/s-1997-681

Reference yield:

2-((S)-1-Amino-2-benzyloxy-1-methyl-ethyl)-5-methyl-oxazole-4-carboxylic acid methylamide (819081-56-6) → 2-[(S)-1-((S)-2-Amino-3-benzyloxy-2-methyl-propionylamino)-2-benzyloxy-1-methyl-ethyl]-5-methyl-oxazole-4-carboxylic acid methylamide (819081-59-9)

Guidance literature:

Multi-step reaction with 2 steps

1: DMAP, bromotripyrrolidinophosphonium hexafluorophosphate / CH₂Cl₂

2: Bu₄NF / dioxane

With dmap; tetrabutyl ammonium fluoride; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In 1,4-dioxane; dichloromethane;

DOI:10.1055/s-1997-681

upstream raw materials:

2-<(1S)-2-(Benzyloxy)-1-<<(2S)-3-(benzyloxy)-2-methyl-2-<<<2-(trimethylsilyl)ethyl>sulfonyl>amino>propionyl>amino>-1-methylethyl>-5-methyloxazole-4-carboxylic acid methylamide

2-Trimethylsilanyl-ethanesulfonic acid ((R)-2-benzyloxy-1-hydroxymethyl-1-methyl-ethyl)-amide

2-((S)-1-Amino-2-benzyloxy-1-methyl-ethyl)-5-methyl-oxazole-4-carboxylic acid methylamide

(S)-3-Benzyloxy-2-methyl-2-(2-trimethylsilanyl-ethanesulfonylamino)-propionic acid

Downstream raw materials:

2-((S)-2-Hydroxy-1-{(S)-3-hydroxy-2-[(S)-3-hydroxy-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-1-methyl-ethyl)-5-methyl-oxazole-4-carboxylic acid methylamide

2-{(S)-1-[(S)-2-((S)-2-Amino-3-benzyloxy-2-methyl-propionylamino)-3-benzyloxy-2-methyl-propionylamino]-2-benzyloxy-1-methyl-ethyl}-5-methyl-oxazole-4-carboxylic acid methylamide

2-<(1S)-2-(Benzyloxy)-1-<<(2S)-3-(benzyloxy)-2-<<(3S)-3-(benzyloxy)-2-methyl-2-<(3-phenylpropionyl)amino>propionyl>amino>-2-methylpropionyl>amino>-1-methylethyl>-5-methyloxazole-4-carboxylic acid methylamide

2-<(1S)-2-(Benzyloxy)-1-<<(2S)-3-(benzyloxy)-2-<<(3S)-(benzyloxy)-2-methyl-2-<<<2-(trimethylsilyl)ethyl>sulfonyl>amino>propionyl>amino>-2-methyl-propionyl>amino>-1-methylethyl>-5-methyloxazole-4-carboxylic acid methylamide