rac-Cbz-α-allylalanine tert-butyl ester

Base Information

Chemical Name:rac-Cbz-α-allylalanine tert-butyl ester
CAS No.:1314927-34-8
Molecular Formula:C₁₈H₂₅NO₄
Molecular Weight:319.401
Hs Code.:

Synonyms:rac-Cbz-α-allylalanine tert-butyl ester

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Chemical Property of rac-Cbz-α-allylalanine tert-butyl ester

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Technology Process of rac-Cbz-α-allylalanine tert-butyl ester

There total 4 articles about rac-Cbz-α-allylalanine tert-butyl 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: 60.0%

: 98946-18-0
tert-Butyl 2,2,2-trichloroacetimidate

: 1314927-31-5
2-(((benzyloxy)carbonyl)amino)-2-methylpent-4-enoic acid

: 1314927-34-8
rac-Cbz-α-allylalanine tert-butyl ester

Guidance literature:: With boron trifluoride diethyl etherate; In hexane; dichloromethane; for 12h;
DOI:10.1039/c1cc11573a

Reference yield:

: 122665-03-6
Allyl (S)-N-(benzyloxycarbonyl)alaninate

: 1314927-34-8
rac-Cbz-α-allylalanine tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: zinc(II) chloride; lithium diisopropyl amide / tetrahydrofuran / 16 h / -78 - 20 °C

2: boron trifluoride diethyl etherate / hexane; dichloromethane / 12 h

With boron trifluoride diethyl etherate; zinc(II) chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 1: Claisen type rearrangement;
DOI:10.1039/c1cc11573a

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 1314927-34-8
rac-Cbz-α-allylalanine tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydrogencarbonate / 16 h / 20 °C / Saturated solution

2: caesium carbonate / N,N-dimethyl-formamide / 16 h / 20 °C

3: zinc(II) chloride; lithium diisopropyl amide / tetrahydrofuran / 16 h / -78 - 20 °C

4: boron trifluoride diethyl etherate / hexane; dichloromethane / 12 h

With boron trifluoride diethyl etherate; sodium hydrogencarbonate; caesium carbonate; zinc(II) chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 3: Claisen type rearrangement;
DOI:10.1039/c1cc11573a