6-(Acetyl-benzyloxy-amino)-2-{[(S)-2-(2-benzyloxy-phenyl)-4,5-dihydro-oxazole-4-carbonyl]-amino}-hexanoic acid methyl ester

Base Information

Chemical Name:6-(Acetyl-benzyloxy-amino)-2-{[(S)-2-(2-benzyloxy-phenyl)-4,5-dihydro-oxazole-4-carbonyl]-amino}-hexanoic acid methyl ester
CAS No.:84028-60-4
Molecular Formula:C₃₃H₃₇N₃O₇
Molecular Weight:587.673
Hs Code.:

Synonyms:6-(Acetyl-benzyloxy-amino)-2-{[(S)-2-(2-benzyloxy-phenyl)-4,5-dihydro-oxazole-4-carbonyl]-amino}-hexanoic acid methyl ester

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Chemical Property of 6-(Acetyl-benzyloxy-amino)-2-{[(S)-2-(2-benzyloxy-phenyl)-4,5-dihydro-oxazole-4-carbonyl]-amino}-hexanoic acid methyl ester

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Technology Process of 6-(Acetyl-benzyloxy-amino)-2-{[(S)-2-(2-benzyloxy-phenyl)-4,5-dihydro-oxazole-4-carbonyl]-amino}-hexanoic acid methyl ester

There total 10 articles about 6-(Acetyl-benzyloxy-amino)-2-{[(S)-2-(2-benzyloxy-phenyl)-4,5-dihydro-oxazole-4-carbonyl]-amino}-hexanoic acid methyl 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:

: 14389-86-7
2-benzyloxybenzoic acid

: 84028-60-4
6-(Acetyl-benzyloxy-amino)-2-{[(S)-2-(2-benzyloxy-phenyl)-4,5-dihydro-oxazole-4-carbonyl]-amino}-hexanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 53.5 percent / DCC / ethyl acetate / 0 deg C, 30 min, then RT 4 h

2: 67 percent / Et₃N / H₂O; tetrahydrofuran / 22 h / Ambient temperature

3: EEDQ / CHCl₃ / Ambient temperature

4: 1.) SOCl₂, 2.) NaHCO₃ / 1.) THF, -20 deg C, 2.) Et₂O-H₂O

With thionyl chloride; sodium hydrogencarbonate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; chloroform; water; ethyl acetate;
DOI:10.1021/ja00340a017

Reference yield:

: 84028-52-4
L-N-(2-(benzyloxy)benzoyl)serine isopropyl ester

: 84028-60-4
6-(Acetyl-benzyloxy-amino)-2-{[(S)-2-(2-benzyloxy-phenyl)-4,5-dihydro-oxazole-4-carbonyl]-amino}-hexanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

2: 1.) SOCl₂, 2.) NaHCO₃ / 1.) THF, -20 deg C, 2.) Et₂O-H₂O

With thionyl chloride; sodium hydrogencarbonate;
DOI:10.1021/ja00340a017

Reference yield:

: 14389-86-7
2-benzyloxybenzoic acid

: 84028-60-4
6-(Acetyl-benzyloxy-amino)-2-{[(R)-2-(2-benzyloxy-phenyl)-4,5-dihydro-oxazole-4-carbonyl]-amino}-hexanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / NEt₃, DCC / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) RT 3 h

With triethylamine; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1021/ja00340a017