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

Base Information

• Chemical Name: 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
• CAS No.: 171011-88-4
• Molecular Formula: C₄₃H₅₉N₅O₉SSi
• Molecular Weight: 850.121

Synonyms: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

Chemical Property of 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

Chemical Property:

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Technology Process of 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

There total 13 articles about 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 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: 64.0%

(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) → 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 (171011-88-4)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane; for 12h;

DOI:10.1021/jo00127a030

Reference yield:

2-((S)-1-Amino-2-benzyloxy-1-methyl-ethyl)-5-methyl-oxazole-4-carboxylic acid methylamide (819081-56-6) → 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 (171011-88-4)

Guidance literature:

Multi-step reaction with 3 steps

1: DMAP, bromotripyrrolidinophosphonium hexafluorophosphate / CH₂Cl₂

2: Bu₄NF / dioxane

3: DMAP, bromotripyrrolidinophosphonium hexafluorophosphate / CH₂Cl₂

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-<(1S)-2-(Benzyloxy)-1-methyl-1-<<<2-(trimethylsilyl)ethyl>sulfonyl>amino>ethyl>-5-methyloxazole-4-carboxylic acid methylamide (171011-99-7) → 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 (171011-88-4)

Guidance literature:

Multi-step reaction with 4 steps

1: Bu₄NF / dioxane

2: DMAP, bromotripyrrolidinophosphonium hexafluorophosphate / CH₂Cl₂

3: Bu₄NF / dioxane

4: DMAP, bromotripyrrolidinophosphonium hexafluorophosphate / CH₂Cl₂

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:

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

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

2-trimethylsilanyl-ethanesulfonyl chloride

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

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-<(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-{(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

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