3-[2-((S)-1-Amino-2-methyl-propyl)-4-benzyloxymethyl-oxazol-5-yl]-7-bromo-3-hydroxy-1-methoxymethyl-1,3-dihydro-indol-2-one

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Chemical Name:3-[2-((S)-1-Amino-2-methyl-propyl)-4-benzyloxymethyl-oxazol-5-yl]-7-bromo-3-hydroxy-1-methoxymethyl-1,3-dihydro-indol-2-one
CAS No.:793728-03-7
Molecular Formula:C₂₅H₂₈BrN₃O₅
Molecular Weight:530.418
Hs Code.:

Synonyms:3-[2-((S)-1-Amino-2-methyl-propyl)-4-benzyloxymethyl-oxazol-5-yl]-7-bromo-3-hydroxy-1-methoxymethyl-1,3-dihydro-indol-2-one

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Chemical Property of 3-[2-((S)-1-Amino-2-methyl-propyl)-4-benzyloxymethyl-oxazol-5-yl]-7-bromo-3-hydroxy-1-methoxymethyl-1,3-dihydro-indol-2-one

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Technology Process of 3-[2-((S)-1-Amino-2-methyl-propyl)-4-benzyloxymethyl-oxazol-5-yl]-7-bromo-3-hydroxy-1-methoxymethyl-1,3-dihydro-indol-2-one

There total 7 articles about 3-[2-((S)-1-Amino-2-methyl-propyl)-4-benzyloxymethyl-oxazol-5-yl]-7-bromo-3-hydroxy-1-methoxymethyl-1,3-dihydro-indol-2-one 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:

: 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

: 793728-03-7
3-[2-((S)-1-Amino-2-methyl-propyl)-4-benzyloxymethyl-oxazol-5-yl]-7-bromo-3-hydroxy-1-methoxymethyl-1,3-dihydro-indol-2-one

Guidance literature:: With trifluoroacetic acid; at 25 ℃; for 0.166667h;
DOI:10.1021/ja040092i

Reference yield:

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

: 793728-03-7
3-[2-((S)-1-Amino-2-methyl-propyl)-4-benzyloxymethyl-oxazol-5-yl]-7-bromo-3-hydroxy-1-methoxymethyl-1,3-dihydro-indol-2-one

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: trifluoroacetic acid / 0.17 h / 25 °C

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

Reference yield:

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

: 793728-03-7
3-[2-((S)-1-Amino-2-methyl-propyl)-4-benzyloxymethyl-oxazol-5-yl]-7-bromo-3-hydroxy-1-methoxymethyl-1,3-dihydro-indol-2-one

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: trifluoroacetic acid / 0.17 h / 25 °C

With lithium borohydride; n-butyllithium; sodium hexamethyldisilazane; trifluoroacetic acid; In tetrahydrofuran; ethanol; hexane;
DOI:10.1021/ja040092i