(R)-3-((S)-2-Benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanoylamino)-hexadecanoic acid methyl ester

Base Information

• Chemical Name: (R)-3-((S)-2-Benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanoylamino)-hexadecanoic acid methyl ester
• CAS No.: 331866-81-0
• Molecular Formula: C₃₅H₅₉N₃O₇
• Molecular Weight: 633.869
• Mol file: 331866-81-0.mol

Synonyms:(R)-3-((S)-2-Benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanoylamino)-hexadecanoic acid methyl ester

Chemical Property of (R)-3-((S)-2-Benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanoylamino)-hexadecanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-((S)-2-Benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanoylamino)-hexadecanoic acid methyl ester

There total 3 articles about (R)-3-((S)-2-Benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanoylamino)-hexadecanoic 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:

methyl hexadec-trans-2-enoate (2825-81-2) → (R)-3-((S)-2-Benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanoylamino)-hexadecanoic acid methyl ester (331866-81-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / tetrahydrofuran

2: 100 percent / H₂ / Pd(OH)2 / acetic acid; methanol; ethyl acetate / 7 h / 20 °C

3: 90 percent / 1-ethyl-3-dimethylaminopropylcarbodiimide*HCl; HOBt / CH₂Cl₂ / 2 h / 20 °C

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; acetic acid; ethyl acetate;

DOI:10.1016/S0040-4039(00)02047-5

Reference yield:

myristylaldehyde (124-25-4,511542-15-7) → (R)-3-((S)-2-Benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanoylamino)-hexadecanoic acid methyl ester (331866-81-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 52 percent / toluene / 2 h / Heating

2: 88 percent / tetrahydrofuran

3: 100 percent / H₂ / Pd(OH)2 / acetic acid; methanol; ethyl acetate / 7 h / 20 °C

4: 90 percent / 1-ethyl-3-dimethylaminopropylcarbodiimide*HCl; HOBt / CH₂Cl₂ / 2 h / 20 °C

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; acetic acid; ethyl acetate; toluene; 1: Wittig reaction;

DOI:10.1016/S0040-4039(00)02047-5

Reference yield:

(R)-3-[Benzyl-((R)-1-phenyl-ethyl)-amino]-hexadecanoic acid methyl ester (331866-79-6) → (R)-3-((S)-2-Benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanoylamino)-hexadecanoic acid methyl ester (331866-81-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / H₂ / Pd(OH)2 / acetic acid; methanol; ethyl acetate / 7 h / 20 °C

2: 90 percent / 1-ethyl-3-dimethylaminopropylcarbodiimide*HCl; HOBt / CH₂Cl₂ / 2 h / 20 °C

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium dihydroxide; In methanol; dichloromethane; acetic acid; ethyl acetate;

DOI:10.1016/S0040-4039(00)02047-5

upstream raw materials:

methyl hexadec-trans-2-enoate

myristylaldehyde

(R)-3-[Benzyl-((R)-1-phenyl-ethyl)-amino]-hexadecanoic acid methyl ester

Downstream raw materials:

(R)-3-((S)-2-Benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanoylamino)-hexadecanoic acid benzotriazol-1-yl ester