methyl (2S)-4-{4-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-(tert-butoxy)-3-oxopropyl]-1,3-benzoxazol-2-yl}-2-{[(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl]amino}butanoate

Base Information

Chemical Name:methyl (2S)-4-{4-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-(tert-butoxy)-3-oxopropyl]-1,3-benzoxazol-2-yl}-2-{[(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl]amino}butanoate
CAS No.:443921-89-9
Molecular Formula:C₄₁H₅₀N₄O₁₀
Molecular Weight:758.869
Hs Code.:

methyl (2S)-4-{4-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-(tert-butoxy)-3-oxopropyl]-1,3-benzoxazol-2-yl}-2-{[(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl]amino}butanoate

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Chemical Property of methyl (2S)-4-{4-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-(tert-butoxy)-3-oxopropyl]-1,3-benzoxazol-2-yl}-2-{[(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl]amino}butanoate

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Technology Process of methyl (2S)-4-{4-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-(tert-butoxy)-3-oxopropyl]-1,3-benzoxazol-2-yl}-2-{[(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl]amino}butanoate

There total 14 articles about methyl (2S)-4-{4-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-(tert-butoxy)-3-oxopropyl]-1,3-benzoxazol-2-yl}-2-{[(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl]amino}butanoate 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:

: 6384-08-3
L-glutamic acid 1-methyl ester

: 443921-89-9
methyl (2S)-4-{4-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-(tert-butoxy)-3-oxopropyl]-1,3-benzoxazol-2-yl}-2-{[(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl]amino}butanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 92 percent / NaHCO₃ / H₂O; tetrahydrofuran / 16 h / 20 °C

2.1: Et₃N; isobutyl chloroformate / CH₂Cl₂ / 0.5 h / -10 °C

2.2: CH₂Cl₂ / 16 h / -10 - 20 °C

2.3: 68 percent / propionic acid / 3 h / Heating

3.1: Me₃SiCl; Zn / dimethylformamide / 1 h / 20 °C

3.2: 67 percent / PdCl₂(PPh₃)2 / dimethylformamide / 2.25 h / 25 - 50 °C

4.1: piperidine / dimethylformamide / 1 h / 20 °C

5.1: 259 mg / N-hydroxybenzotriazole / dimethylformamide / 48 h

With piperidine; chloro-trimethyl-silane; sodium hydrogencarbonate; benzotriazol-1-ol; triethylamine; zinc; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo025615o

Reference yield:

: 443921-86-6
2-amino-3-hydroxy-1-iodobenzene

: 443921-89-9
methyl (2S)-4-{4-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-(tert-butoxy)-3-oxopropyl]-1,3-benzoxazol-2-yl}-2-{[(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl]amino}butanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₃N; isobutyl chloroformate / CH₂Cl₂ / 0.5 h / -10 °C

1.2: CH₂Cl₂ / 16 h / -10 - 20 °C

1.3: 68 percent / propionic acid / 3 h / Heating

2.1: Me₃SiCl; Zn / dimethylformamide / 1 h / 20 °C

2.2: 67 percent / PdCl₂(PPh₃)2 / dimethylformamide / 2.25 h / 25 - 50 °C

3.1: piperidine / dimethylformamide / 1 h / 20 °C

4.1: 259 mg / N-hydroxybenzotriazole / dimethylformamide / 48 h

With piperidine; chloro-trimethyl-silane; benzotriazol-1-ol; triethylamine; zinc; isobutyl chloroformate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo025615o

Reference yield:

: 59859-77-7
2-benzyloxycarbonylamino-3-hydroxy-propionic acid tert-butyl ester

: 443921-89-9
methyl (2S)-4-{4-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-(tert-butoxy)-3-oxopropyl]-1,3-benzoxazol-2-yl}-2-{[(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl]amino}butanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 89 percent / methyltriphenoxyphosphonium iodide / dimethylformamide / 3 h / 20 °C

2.1: Me₃SiCl; Zn / dimethylformamide / 1 h / 20 °C

2.2: 67 percent / PdCl₂(PPh₃)2 / dimethylformamide / 2.25 h / 25 - 50 °C

3.1: piperidine / dimethylformamide / 1 h / 20 °C

4.1: 259 mg / N-hydroxybenzotriazole / dimethylformamide / 48 h

With piperidine; chloro-trimethyl-silane; methyltriphenoxyphosphonium iodide; benzotriazol-1-ol; zinc; In N,N-dimethyl-formamide;
DOI:10.1021/jo025615o