Acetic acid (S)-3-[4-(2-diazo-acetyl)-phenyl]-2-((Z)-octadec-9-enoylamino)-propyl ester

Base Information

Chemical Name:Acetic acid (S)-3-[4-(2-diazo-acetyl)-phenyl]-2-((Z)-octadec-9-enoylamino)-propyl ester
CAS No.:885022-46-8
Molecular Formula:C₃₁H₄₇N₃O₄
Molecular Weight:525.732
Hs Code.:

Synonyms:Acetic acid (S)-3-[4-(2-diazo-acetyl)-phenyl]-2-((Z)-octadec-9-enoylamino)-propyl ester

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Chemical Property of Acetic acid (S)-3-[4-(2-diazo-acetyl)-phenyl]-2-((Z)-octadec-9-enoylamino)-propyl ester

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Technology Process of Acetic acid (S)-3-[4-(2-diazo-acetyl)-phenyl]-2-((Z)-octadec-9-enoylamino)-propyl ester

There total 8 articles about Acetic acid (S)-3-[4-(2-diazo-acetyl)-phenyl]-2-((Z)-octadec-9-enoylamino)-propyl 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:

: 103882-09-3,62129-44-6
N-Boc-4-I-Phe-OH

: 885022-46-8
Acetic acid (S)-3-[4-(2-diazo-acetyl)-phenyl]-2-((Z)-octadec-9-enoylamino)-propyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: isobutyl chloroformate; N-methylmorpholine / tetrahydrofuran / 0.25 h / -15 °C

1.2: 89 percent / aq. NaBH₄ / tetrahydrofuran / 0.5 h / -15 °C

2.1: 54 percent / Pd(OAc)2; PPh₃; Et₃N / dimethylformamide / 12 h / 80 °C

3.1: HCl / ethyl acetate / 5 h / 20 °C

4.1: HOBt; EDC / dimethylformamide / 1.25 h / 0 - 20 °C

4.2: 944 mg / Et₃N / dimethylformamide / 12 h / 20 °C

5.1: aq. LiOH / tetrahydrofuran / 18 h / 50 °C

6.1: 363 mg / pyridine / 4 h / 20 °C

7.1: oxalyl dichloride; DMF / CH₂Cl₂ / 1 h / 0 °C

8.1: Et₃N / dimethylformamide; diethyl ether / 5 h / 0 °C

With 4-methyl-morpholine; pyridine; hydrogenchloride; palladium diacetate; lithium hydroxide; oxalyl dichloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N,N-dimethyl-formamide; triphenylphosphine; isobutyl chloroformate; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm051226l

Reference yield:

: Acetic acid (S)-3-(4-chlorocarbonyl-phenyl)-2-((Z)-octadec-9-enoylamino)-propyl ester

: 18107-18-1
diazomethyl-trimethyl-silane

: 885022-46-8
Acetic acid (S)-3-[4-(2-diazo-acetyl)-phenyl]-2-((Z)-octadec-9-enoylamino)-propyl ester

Guidance literature:: With triethylamine; In diethyl ether; N,N-dimethyl-formamide; at 0 ℃; for 5h;
DOI:10.1021/jm051226l

Reference yield:

: 885022-30-0
(S)-N-tert-butoxycarbonyl-4-(ethoxycarbonyl)phenylalaninol

: 885022-46-8
Acetic acid (S)-3-[4-(2-diazo-acetyl)-phenyl]-2-((Z)-octadec-9-enoylamino)-propyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: HCl / ethyl acetate / 5 h / 20 °C

2.1: HOBt; EDC / dimethylformamide / 1.25 h / 0 - 20 °C

2.2: 944 mg / Et₃N / dimethylformamide / 12 h / 20 °C

3.1: aq. LiOH / tetrahydrofuran / 18 h / 50 °C

4.1: 363 mg / pyridine / 4 h / 20 °C

5.1: oxalyl dichloride; DMF / CH₂Cl₂ / 1 h / 0 °C

6.1: Et₃N / dimethylformamide; diethyl ether / 5 h / 0 °C

With pyridine; hydrogenchloride; lithium hydroxide; oxalyl dichloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm051226l