2-((S)-1-{[2-((S)-1-tert-Butoxycarbonylamino-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carbonyl]-amino}-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carboxylic acid benzyl ester

Base Information

• Chemical Name: 2-((S)-1-{[2-((S)-1-tert-Butoxycarbonylamino-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carbonyl]-amino}-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carboxylic acid benzyl ester
• CAS No.: 213176-42-2
• Molecular Formula: C₃₈H₄₈N₄O₁₁
• Molecular Weight: 736.819

Synonyms:

Chemical Property of 2-((S)-1-{[2-((S)-1-tert-Butoxycarbonylamino-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carbonyl]-amino}-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 2-((S)-1-{[2-((S)-1-tert-Butoxycarbonylamino-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carbonyl]-amino}-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carboxylic acid benzyl ester

There total 6 articles about 2-((S)-1-{[2-((S)-1-tert-Butoxycarbonylamino-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carbonyl]-amino}-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carboxylic acid benzyl 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: 48.0%

2-((S)-1-Amino-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carboxylic acid benzyl ester (213176-41-1) + 2-((S)-1-tert-Butoxycarbonylamino-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carboxylic acid (213176-40-0) → 2-((S)-1-{[2-((S)-1-tert-Butoxycarbonylamino-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carbonyl]-amino}-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carboxylic acid benzyl ester (213176-42-2)

Guidance literature:

With 4-methyl-morpholine; isobutyl chloroformate; In dichloromethane; 0 deg C to RT;

DOI:10.1016/S0040-4039(98)01170-8

Reference yield:

Boc-Asp(O-cyclohexyl)-OH (73821-95-1) → 2-((S)-1-{[2-((S)-1-tert-Butoxycarbonylamino-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carbonyl]-amino}-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carboxylic acid benzyl ester (213176-42-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 89 percent / DPPA, Et₃N / dimethylformamide / 0 °C

2: 50 percent / Burgess reagent / tetrahydrofuran / 70 °C

3: 70 percent / DBU, BrCCl₃ / CH₂Cl₂ / 0 deg C - RT

4: TFA / CH₂Cl₂ / Ambient temperature

5: 48 percent / isobutyl chloroformate, NMM / CH₂Cl₂ / 0 deg C to RT

With 4-methyl-morpholine; Burgess Reagent; Bromotrichloromethane; diphenyl-phosphinic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(98)01170-8

Reference yield:

(S)-N-((S)-1-Benzyloxycarbonyl-2-hydroxy-ethyl)-3-tert-butoxycarbonylamino-succinamic acid cyclohexyl ester (213176-33-1) → 2-((S)-1-{[2-((S)-1-tert-Butoxycarbonylamino-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carbonyl]-amino}-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carboxylic acid benzyl ester (213176-42-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 50 percent / Burgess reagent / tetrahydrofuran / 70 °C

2: 70 percent / DBU, BrCCl₃ / CH₂Cl₂ / 0 deg C - RT

3: TFA / CH₂Cl₂ / Ambient temperature

4: 48 percent / isobutyl chloroformate, NMM / CH₂Cl₂ / 0 deg C to RT

With 4-methyl-morpholine; Burgess Reagent; Bromotrichloromethane; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; isobutyl chloroformate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(98)01170-8

upstream raw materials:

2-((S)-1-Amino-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carboxylic acid benzyl ester

2-((S)-1-tert-Butoxycarbonylamino-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carboxylic acid

L-serine benzyl ester

Boc-Asp(O-cyclohexyl)-OH

Downstream raw materials:

2-((S)-1-{[2-((S)-1-{[2-((S)-1-tert-Butoxycarbonylamino-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carbonyl]-amino}-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carbonyl]-amino}-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carboxylic acid benzyl ester

2-((S)-1-{[2-((S)-1-{[2-((S)-1-Amino-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carbonyl]-amino}-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carbonyl]-amino}-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carboxylic acid

C₃₉H₄₈N₆O₁₂

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