(+)-(3R)-3-[N-(tert-butoxycarbonyl)-L-leucylamino]-3-benzyl-1-hydroxysuccinimide

Base Information

Chemical Name:(+)-(3R)-3-[N-(tert-butoxycarbonyl)-L-leucylamino]-3-benzyl-1-hydroxysuccinimide
CAS No.:187345-52-4
Molecular Formula:C₂₂H₃₁N₃O₆
Molecular Weight:433.505
Hs Code.:

Synonyms:(+)-(3R)-3-[N-(tert-butoxycarbonyl)-L-leucylamino]-3-benzyl-1-hydroxysuccinimide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (+)-(3R)-3-[N-(tert-butoxycarbonyl)-L-leucylamino]-3-benzyl-1-hydroxysuccinimide

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Technology Process of (+)-(3R)-3-[N-(tert-butoxycarbonyl)-L-leucylamino]-3-benzyl-1-hydroxysuccinimide

There total 6 articles about (+)-(3R)-3-[N-(tert-butoxycarbonyl)-L-leucylamino]-3-benzyl-1-hydroxysuccinimide 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: 89.0%

: 187345-51-3
[(S)-1-((R)-3-Benzyl-1-benzyloxy-2,5-dioxo-pyrrolidin-3-ylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester

: 187345-52-4
(+)-(3R)-3-[N-(tert-butoxycarbonyl)-L-leucylamino]-3-benzyl-1-hydroxysuccinimide

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; for 3h;
DOI:10.1021/jo961781i

Reference yield:

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

: 187345-52-4
(+)-(3R)-3-[N-(tert-butoxycarbonyl)-L-leucylamino]-3-benzyl-1-hydroxysuccinimide

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / HOBT, DCC / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) room temperature, 5.5 h

2: 89 percent / H₂ / Pd/C / tetrahydrofuran / 3 h

With hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo961781i

Reference yield:

: 169787-82-0
(2'S,4'R)-4'-benzyl-3'-benzyloxycarbonyl-5'-oxo-2'-phenyloxazolidin-4'-ylacetic acid

: 187345-52-4
(+)-(3R)-3-[N-(tert-butoxycarbonyl)-L-leucylamino]-3-benzyl-1-hydroxysuccinimide

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / Et₃N, HOBT, DCC / CH₂Cl₂ / 1.) 0 deg C, 10 min, 2.) room temperature, 6 h

2: 99 percent / Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

3: 73 percent / PTSA / toluene / 2 h / Heating

4: 98 percent / HOBT, DCC / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) room temperature, 5.5 h

5: 89 percent / H₂ / Pd/C / tetrahydrofuran / 3 h

With hydrogen; benzotriazol-1-ol; toluene-4-sulfonic acid; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo961781i