(R)-2-{[2-((S)-1-Benzyloxycarbonylamino-3-methyl-butyl)-5-(1-methyl-1H-indol-3-ylmethyl)-oxazole-4-carbonyl]-amino}-3-pyridin-2-yl-propionic acid ethyl ester

Base Information

Chemical Name:(R)-2-{[2-((S)-1-Benzyloxycarbonylamino-3-methyl-butyl)-5-(1-methyl-1H-indol-3-ylmethyl)-oxazole-4-carbonyl]-amino}-3-pyridin-2-yl-propionic acid ethyl ester
CAS No.:1027306-66-6
Molecular Formula:C₃₇H₄₁N₅O₆
Molecular Weight:651.762
Hs Code.:

(R)-2-{[2-((S)-1-Benzyloxycarbonylamino-3-methyl-butyl)-5-(1-methyl-1H-indol-3-ylmethyl)-oxazole-4-carbonyl]-amino}-3-pyridin-2-yl-propionic acid ethyl ester

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Chemical Property of (R)-2-{[2-((S)-1-Benzyloxycarbonylamino-3-methyl-butyl)-5-(1-methyl-1H-indol-3-ylmethyl)-oxazole-4-carbonyl]-amino}-3-pyridin-2-yl-propionic acid ethyl ester

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Technology Process of (R)-2-{[2-((S)-1-Benzyloxycarbonylamino-3-methyl-butyl)-5-(1-methyl-1H-indol-3-ylmethyl)-oxazole-4-carbonyl]-amino}-3-pyridin-2-yl-propionic acid ethyl ester

There total 8 articles about (R)-2-{[2-((S)-1-Benzyloxycarbonylamino-3-methyl-butyl)-5-(1-methyl-1H-indol-3-ylmethyl)-oxazole-4-carbonyl]-amino}-3-pyridin-2-yl-propionic acid ethyl 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:

: 2018-66-8
Z-Leu-OH

: 1027306-66-6
(R)-2-{[2-((S)-1-Benzyloxycarbonylamino-3-methyl-butyl)-5-(1-methyl-1H-indol-3-ylmethyl)-oxazole-4-carbonyl]-amino}-3-pyridin-2-yl-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: N-methylmorpholine / tetrahydrofuran / 0.5 h / -20 °C

2: N-methylmorpholine / tetrahydrofuran; dimethylformamide / 15 h / Ambient temperature

3: 43 percent / PPh₃, CCl₄, DBU, pyridine / acetonitrile / 18 h / Ambient temperature

4: aq. LiOH / tetrahydrofuran / 80 °C

5: 1-hydroxybenzotriazole hydrate, N-methylmorpholine, 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloride / tetrahydrofuran; dimethylformamide

With 4-methyl-morpholine; pyridine; tetrachloromethane; lithium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm950591h

Reference yield:

: 32387-21-6
1-methyl-3-indolecarboxylic acid

: 1027306-66-6
(R)-2-{[2-((S)-1-Benzyloxycarbonylamino-3-methyl-butyl)-5-(1-methyl-1H-indol-3-ylmethyl)-oxazole-4-carbonyl]-amino}-3-pyridin-2-yl-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: oxalyl chloride / CH₂Cl₂ / 1.5 h / Ambient temperature

2: 1.) LiHMDS, 3.) 2 N HCl

3: N-methylmorpholine / tetrahydrofuran; dimethylformamide / 15 h / Ambient temperature

4: 43 percent / PPh₃, CCl₄, DBU, pyridine / acetonitrile / 18 h / Ambient temperature

5: aq. LiOH / tetrahydrofuran / 80 °C

6: 1-hydroxybenzotriazole hydrate, N-methylmorpholine, 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloride / tetrahydrofuran; dimethylformamide

With 4-methyl-morpholine; pyridine; hydrogenchloride; tetrachloromethane; lithium hydroxide; oxalyl dichloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm950591h

Reference yield:

: 102123-80-8
C₁₉H₂₇NO₆

: 1027306-66-6
(R)-2-{[2-((S)-1-Benzyloxycarbonylamino-3-methyl-butyl)-5-(1-methyl-1H-indol-3-ylmethyl)-oxazole-4-carbonyl]-amino}-3-pyridin-2-yl-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: N-methylmorpholine / tetrahydrofuran; dimethylformamide / 15 h / Ambient temperature

2: 43 percent / PPh₃, CCl₄, DBU, pyridine / acetonitrile / 18 h / Ambient temperature

3: aq. LiOH / tetrahydrofuran / 80 °C

4: 1-hydroxybenzotriazole hydrate, N-methylmorpholine, 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloride / tetrahydrofuran; dimethylformamide

With 4-methyl-morpholine; pyridine; tetrachloromethane; lithium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm950591h