(S)-3-(3-{3-[2-((S)-1-Amino-2-methyl-propyl)-4-benzyloxymethyl-oxazol-5-yl]-7-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl}-4-hydroxy-phenyl)-2-benzyloxycarbonylamino-propionic acid methyl ester

Base Information

Chemical Name:(S)-3-(3-{3-[2-((S)-1-Amino-2-methyl-propyl)-4-benzyloxymethyl-oxazol-5-yl]-7-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl}-4-hydroxy-phenyl)-2-benzyloxycarbonylamino-propionic acid methyl ester
CAS No.:496789-44-7
Molecular Formula:C₄₁H₄₁BrN₄O₈
Molecular Weight:797.703
Hs Code.:

(S)-3-(3-{3-[2-((S)-1-Amino-2-methyl-propyl)-4-benzyloxymethyl-oxazol-5-yl]-7-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl}-4-hydroxy-phenyl)-2-benzyloxycarbonylamino-propionic acid methyl ester

Synonyms:(S)-3-(3-{3-[2-((S)-1-Amino-2-methyl-propyl)-4-benzyloxymethyl-oxazol-5-yl]-7-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl}-4-hydroxy-phenyl)-2-benzyloxycarbonylamino-propionic acid methyl ester

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Chemical Property of (S)-3-(3-{3-[2-((S)-1-Amino-2-methyl-propyl)-4-benzyloxymethyl-oxazol-5-yl]-7-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl}-4-hydroxy-phenyl)-2-benzyloxycarbonylamino-propionic acid methyl ester

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Technology Process of (S)-3-(3-{3-[2-((S)-1-Amino-2-methyl-propyl)-4-benzyloxymethyl-oxazol-5-yl]-7-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl}-4-hydroxy-phenyl)-2-benzyloxycarbonylamino-propionic acid methyl ester

There total 7 articles about (S)-3-(3-{3-[2-((S)-1-Amino-2-methyl-propyl)-4-benzyloxymethyl-oxazol-5-yl]-7-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl}-4-hydroxy-phenyl)-2-benzyloxycarbonylamino-propionic 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: 47.0%

: 13512-31-7
N-(benzyloxycarbonyl)-L-tyrosine methyl ester

: 793727-79-4
{1-[4-benzyloxymethyl-5-(7-bromo-3-hydroxy-1-methoxymethyl-2-oxo-2,3-dihydro-1H-indol-3-yl)-oxazol-2-yl]-2-methyl-propyl}-carbamic acid tert-butyl ester

: 496789-44-7
(S)-3-(3-{3-[2-((S)-1-Amino-2-methyl-propyl)-4-benzyloxymethyl-oxazol-5-yl]-7-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl}-4-hydroxy-phenyl)-2-benzyloxycarbonylamino-propionic acid methyl ester

Guidance literature:: With toluene-4-sulfonic acid; In 1,2-dichloro-ethane; for 0.416667h; Heating;
DOI:10.1021/ja040092i

Reference yield:

: 13734-41-3
t-Boc-L-valine

: 496789-44-7
(S)-3-(3-{3-[2-((S)-1-Amino-2-methyl-propyl)-4-benzyloxymethyl-oxazol-5-yl]-7-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl}-4-hydroxy-phenyl)-2-benzyloxycarbonylamino-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 92 percent / EDC*H₂O; HOBt*H₂O; Et₃N / CH₂Cl₂ / 12 h / 25 °C

2.1: 80 percent / Burgess reagent / tetrahydrofuran / 4 h / Heating

3.1: 90 percent / DBU; BrCCl₃ / CH₂Cl₂ / 3 h / 25 °C

4.1: 83 percent / LiBH₄ / ethanol; tetrahydrofuran / 0 - 25 °C

5.1: NaHMDS / tetrahydrofuran / -78 °C

5.2: 72 percent / n-tetrabutylammonium iodide / tetrahydrofuran / 36 h / 25 °C

6.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

6.2: 73 percent / tetrahydrofuran; hexane / 0.08 h / -78 °C

7.1: 47 percent / p-toluenesulfonic acid monohydrate / 1,2-dichloro-ethane / 0.42 h / Heating

With lithium borohydride; n-butyllithium; Burgess Reagent; Bromotrichloromethane; sodium hexamethyldisilazane; benzotriazol-1-ol; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/ja040092i

Reference yield:

: 158068-97-4
2-<(S)-1--2-methylpropyl>-4-carbomethoxyoxazole

: 496789-44-7
(S)-3-(3-{3-[2-((S)-1-Amino-2-methyl-propyl)-4-benzyloxymethyl-oxazol-5-yl]-7-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl}-4-hydroxy-phenyl)-2-benzyloxycarbonylamino-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 83 percent / LiBH₄ / ethanol; tetrahydrofuran / 0 - 25 °C

2.1: NaHMDS / tetrahydrofuran / -78 °C

2.2: 72 percent / n-tetrabutylammonium iodide / tetrahydrofuran / 36 h / 25 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: 73 percent / tetrahydrofuran; hexane / 0.08 h / -78 °C

4.1: 47 percent / p-toluenesulfonic acid monohydrate / 1,2-dichloro-ethane / 0.42 h / Heating

With lithium borohydride; n-butyllithium; sodium hexamethyldisilazane; toluene-4-sulfonic acid; In tetrahydrofuran; ethanol; hexane; 1,2-dichloro-ethane;
DOI:10.1021/ja040092i