tert-butyl (5S)-5-[N-(tert-butoxycarbonyl)amino]-7-hydroxy-4-oxo-heptanoate

Base Information

Chemical Name:tert-butyl (5S)-5-[N-(tert-butoxycarbonyl)amino]-7-hydroxy-4-oxo-heptanoate
CAS No.:768395-84-2
Molecular Formula:C₁₆H₂₉NO₆
Molecular Weight:331.409
Hs Code.:

Synonyms:tert-butyl (5S)-5-[N-(tert-butoxycarbonyl)amino]-7-hydroxy-4-oxo-heptanoate

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Chemical Property of tert-butyl (5S)-5-[N-(tert-butoxycarbonyl)amino]-7-hydroxy-4-oxo-heptanoate

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Technology Process of tert-butyl (5S)-5-[N-(tert-butoxycarbonyl)amino]-7-hydroxy-4-oxo-heptanoate

There total 2 articles about tert-butyl (5S)-5-[N-(tert-butoxycarbonyl)amino]-7-hydroxy-4-oxo-heptanoate 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:

: 40856-59-5,132957-40-5
tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate

: 768395-84-2
tert-butyl (5S)-5-[N-(tert-butoxycarbonyl)amino]-7-hydroxy-4-oxo-heptanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C

1.2: 48 percent / hexane; tetrahydrofuran / 1 h / -78 °C

2.1: 53 percent / lithium chloride; triethylamine / acetonitrile / 1 h / 0 °C

3.1: 59 percent / H₂ / Pd/C / ethyl acetate / 3 h / 20 °C

With n-butyllithium; hydrogen; triethylamine; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; hexane; ethyl acetate; acetonitrile; 2.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jm040780c

Reference yield:

: 7633-32-1
tert-butyl glyoxylate

: 768395-84-2
tert-butyl (5S)-5-[N-(tert-butoxycarbonyl)amino]-7-hydroxy-4-oxo-heptanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 53 percent / lithium chloride; triethylamine / acetonitrile / 1 h / 0 °C

2: 59 percent / H₂ / Pd/C / ethyl acetate / 3 h / 20 °C

With hydrogen; triethylamine; lithium chloride; palladium on activated charcoal; In ethyl acetate; acetonitrile; 1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jm040780c

Reference yield:

: 768395-84-2
tert-butyl (5S)-5-[N-(tert-butoxycarbonyl)amino]-7-hydroxy-4-oxo-heptanoate

: 768395-72-8
3-amino-4-oxo-heptanedioic acid 1-benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 62 percent / pyridinium dichromate / dimethylformamide / 2.5 h

2.1: aq. Cs₂CO₃ / methanol / pH 8

2.2: 72 percent / dimethylformamide / 6 h / 20 °C

3.1: 97 percent / TFA / CH₂Cl₂ / 2 h / 20 °C

With dipyridinium dichromate; caesium carbonate; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm040780c