tert-butyl (1S)-4-methyl-1-{3-[(2S)-4-methyl-1-((2R)-2-methyloxiran-2-yl)-1-oxopentan-2-ylamino]-3-oxo-1-phenylpropylamino}-1-oxopentan-2-ylcarbamate

Base Information

Chemical Name:tert-butyl (1S)-4-methyl-1-{3-[(2S)-4-methyl-1-((2R)-2-methyloxiran-2-yl)-1-oxopentan-2-ylamino]-3-oxo-1-phenylpropylamino}-1-oxopentan-2-ylcarbamate
CAS No.:1609959-51-4
Molecular Formula:C₂₉H₄₅N₃O₆
Molecular Weight:531.693
Hs Code.:

Synonyms:tert-butyl (1S)-4-methyl-1-{3-[(2S)-4-methyl-1-((2R)-2-methyloxiran-2-yl)-1-oxopentan-2-ylamino]-3-oxo-1-phenylpropylamino}-1-oxopentan-2-ylcarbamate

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Chemical Property of tert-butyl (1S)-4-methyl-1-{3-[(2S)-4-methyl-1-((2R)-2-methyloxiran-2-yl)-1-oxopentan-2-ylamino]-3-oxo-1-phenylpropylamino}-1-oxopentan-2-ylcarbamate

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Technology Process of tert-butyl (1S)-4-methyl-1-{3-[(2S)-4-methyl-1-((2R)-2-methyloxiran-2-yl)-1-oxopentan-2-ylamino]-3-oxo-1-phenylpropylamino}-1-oxopentan-2-ylcarbamate

There total 9 articles about tert-butyl (1S)-4-methyl-1-{3-[(2S)-4-methyl-1-((2R)-2-methyloxiran-2-yl)-1-oxopentan-2-ylamino]-3-oxo-1-phenylpropylamino}-1-oxopentan-2-ylcarbamate 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:

: 247068-81-1
tert-butyl [(1S)-3-methyl-1-(2-methylpropyl)-2-oxobut-3-en-1-yl]carbamate

: 1609959-51-4
tert-butyl (1S)-4-methyl-1-{3-[(2S)-4-methyl-1-((2R)-2-methyloxiran-2-yl)-1-oxopentan-2-ylamino]-3-oxo-1-phenylpropylamino}-1-oxopentan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol; tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 0 °C

3.1: Dess-Martin periodane / dichloromethane / 0 - 20 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 20 °C

5.2: 3 h

6.1: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C

7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 20 °C

7.2: 3 h

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.bmc.2014.04.011

Reference yield:

: 13139-15-6,53296-34-7
N-tert-butoxycarbonyl-L-leucine

: 1636118-51-8
C₁₈H₂₆N₂O₃

: 1609959-51-4
tert-butyl (1S)-4-methyl-1-{3-[(2S)-4-methyl-1-((2R)-2-methyloxiran-2-yl)-1-oxopentan-2-ylamino]-3-oxo-1-phenylpropylamino}-1-oxopentan-2-ylcarbamate

Guidance literature:: N-tert-butoxycarbonyl-L-leucine; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 0.5h;

C₁₈H₂₆N₂O₃; With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 3h;
DOI:10.1016/j.bmc.2014.04.011

Reference yield:

: 13139-15-6,53296-34-7
N-tert-butoxycarbonyl-L-leucine

: 1609959-51-4
tert-butyl (1S)-4-methyl-1-{3-[(2S)-4-methyl-1-((2R)-2-methyloxiran-2-yl)-1-oxopentan-2-ylamino]-3-oxo-1-phenylpropylamino}-1-oxopentan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 9 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 0 °C

1.2: 3 h / 0 °C

2.1: tetrahydrofuran / 0 °C / Inert atmosphere

3.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol; tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 0 °C

5.1: Dess-Martin periodane / dichloromethane / 0 - 20 °C / Inert atmosphere

6.1: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C

7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 20 °C

7.2: 3 h

8.1: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C

9.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 20 °C

9.2: 3 h

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.bmc.2014.04.011