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

Base Information

• Chemical Name: 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
• CAS No.: 213176-44-4
• Molecular Formula: C₃₉H₅₀N₆O₁₃
• Molecular Weight: 810.858

Synonyms:

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 10 articles about 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 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:

Boc-Asp(O-cyclohexyl)-OH (73821-95-1) → 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 (213176-44-4)

Guidance literature:

Multi-step reaction with 9 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

6: H₂ / Pd/C / tetrahydrofuran

7: 50 percent / isobutyl chloroformate, NMM / CH₂Cl₂ / 0 deg C to RT

8: H₂ / Pd/C / tetrahydrofuran

9: TFA / CH₂Cl₂ / Ambient temperature

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

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

Reference yield:

2-((S)-1-tert-Butoxycarbonylamino-2-cyclohexyloxycarbonyl-ethyl)-oxazole-4-carboxylic acid benzyl ester (213176-35-3) → 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 (213176-44-4)

Guidance literature:

Multi-step reaction with 6 steps

1: TFA / CH₂Cl₂ / Ambient temperature

2: 48 percent / isobutyl chloroformate, NMM / CH₂Cl₂ / 0 deg C to RT

3: H₂ / Pd/C / tetrahydrofuran

4: 50 percent / isobutyl chloroformate, NMM / CH₂Cl₂ / 0 deg C to RT

5: H₂ / Pd/C / tetrahydrofuran

6: TFA / CH₂Cl₂ / Ambient temperature

With 4-methyl-morpholine; hydrogen; trifluoroacetic acid; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;

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

Reference yield:

(S)-2-((S)-1-tert-Butoxycarbonylamino-2-cyclohexyloxycarbonyl-ethyl)-4,5-dihydro-oxazole-4-carboxylic acid benzyl ester (213176-34-2) → 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 (213176-44-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 70 percent / DBU, BrCCl₃ / CH₂Cl₂ / 0 deg C - RT

2: TFA / CH₂Cl₂ / Ambient temperature

3: 48 percent / isobutyl chloroformate, NMM / CH₂Cl₂ / 0 deg C to RT

4: H₂ / Pd/C / tetrahydrofuran

5: 50 percent / isobutyl chloroformate, NMM / CH₂Cl₂ / 0 deg C to RT

6: H₂ / Pd/C / tetrahydrofuran

7: TFA / CH₂Cl₂ / Ambient temperature

With 4-methyl-morpholine; Bromotrichloromethane; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;

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

upstream raw materials:

Boc-Asp(O-cyclohexyl)-OH

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

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

Downstream raw materials:

C₃₉H₄₈N₆O₁₂

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