Benzyl N,N-bis(tert-butoxycarbonyl)-5-oxo-L-norvalinate

Base Information

Chemical Name:Benzyl N,N-bis(tert-butoxycarbonyl)-5-oxo-L-norvalinate
CAS No.:1138018-25-3
Molecular Formula:C₂₂H₃₁NO₇
Molecular Weight:421.491
Hs Code.:
Mol file:1138018-25-3.mol

Synonyms:2-(S)-[bis(tert-butoxycarbonyl)amino]-5-oxo-pentanoic acid benzyl ester

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Chemical Property of Benzyl N,N-bis(tert-butoxycarbonyl)-5-oxo-L-norvalinate

Chemical Property:

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Technology Process of Benzyl N,N-bis(tert-butoxycarbonyl)-5-oxo-L-norvalinate

There total 4 articles about Benzyl N,N-bis(tert-butoxycarbonyl)-5-oxo-L-norvalinate 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: 100.0%

: 1138018-24-2
(S)-1-benzyl 5-methyl 2-(bis((tert-butoxy)carbonylamino))pentanedioate

: 1138018-25-3
2-(S)-[bis(tert-butoxycarbonyl)amino]-5-oxo-pentanoic acid benzyl ester

Guidance literature:: (S)-1-benzyl 5-methyl 2-(bis((tert-butoxy)carbonylamino))pentanedioate; With diisobutylaluminium hydride; In diethyl ether; hexane; at -78 ℃;

With acetic acid; In diethyl ether; hexane; at -78 ℃;

Reference yield:

: 132245-78-4
(S)-2-tert-butoxycarbonylaminopentanedioic acid 1-benzyl ester 5-methyl ester

: 1138018-25-3
2-(S)-[bis(tert-butoxycarbonyl)amino]-5-oxo-pentanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: dmap / acetonitrile / 20 h / 20 °C / Inert atmosphere

2: diisobutylaluminium hydride / diethyl ether; hexane / 0.13 h / -78 °C / Inert atmosphere

With dmap; diisobutylaluminium hydride; In diethyl ether; hexane; acetonitrile;
DOI:10.1016/j.tetasy.2011.03.002

Reference yield:

: 30924-93-7
Boc-Glu-OBn

: 1138018-25-3
2-(S)-[bis(tert-butoxycarbonyl)amino]-5-oxo-pentanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: dmap; triethylamine / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere

2: dmap / acetonitrile / 20 h / 20 °C / Inert atmosphere

3: diisobutylaluminium hydride / diethyl ether; hexane / 0.13 h / -78 °C / Inert atmosphere

With dmap; diisobutylaluminium hydride; triethylamine; In diethyl ether; hexane; dichloromethane; acetonitrile;
DOI:10.1016/j.tetasy.2011.03.002