tert-butyl (1S,2S,4R)-5-({(1S)-1-[(benzylamino)carbonyl]-2-methylpropyl}amino)-2-hydroxy-1-isobutyl-4-methyl-5-oxopentylcarbamate

Base Information

Chemical Name:tert-butyl (1S,2S,4R)-5-({(1S)-1-[(benzylamino)carbonyl]-2-methylpropyl}amino)-2-hydroxy-1-isobutyl-4-methyl-5-oxopentylcarbamate
CAS No.:364635-78-9
Molecular Formula:C₂₇H₄₅N₃O₅
Molecular Weight:491.671
Hs Code.:

Synonyms:tert-butyl (1S,2S,4R)-5-({(1S)-1-[(benzylamino)carbonyl]-2-methylpropyl}amino)-2-hydroxy-1-isobutyl-4-methyl-5-oxopentylcarbamate

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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 tert-butyl (1S,2S,4R)-5-({(1S)-1-[(benzylamino)carbonyl]-2-methylpropyl}amino)-2-hydroxy-1-isobutyl-4-methyl-5-oxopentylcarbamate

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Technology Process of tert-butyl (1S,2S,4R)-5-({(1S)-1-[(benzylamino)carbonyl]-2-methylpropyl}amino)-2-hydroxy-1-isobutyl-4-methyl-5-oxopentylcarbamate

There total 10 articles about tert-butyl (1S,2S,4R)-5-({(1S)-1-[(benzylamino)carbonyl]-2-methylpropyl}amino)-2-hydroxy-1-isobutyl-4-methyl-5-oxopentylcarbamate 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: 91.0%

: 364635-78-9
tert-butyl (1S,2S,4R)-5-({(1S)-1-[(benzylamino)carbonyl]-2-methylpropyl}amino)-2-hydroxy-1-isobutyl-4-methyl-5-oxopentylcarbamate

Guidance literature:

Reference yield: 83.0%

: 364635-77-8
tert-butyl (1S,2S,4R)-5-({(1S)-1-[(benzylamino)carbonyl]-2-methylpropyl}amino)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-isobutyl-4-methyl-5-oxopentylcarbamate

: 364635-78-9
tert-butyl (1S,2S,4R)-5-({(1S)-1-[(benzylamino)carbonyl]-2-methylpropyl}amino)-2-hydroxy-1-isobutyl-4-methyl-5-oxopentylcarbamate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 23 ℃;
DOI:10.1021/jm0101803

Reference yield:

: 13734-41-3
t-Boc-L-valine

: 364635-78-9
tert-butyl (1S,2S,4R)-5-({(1S)-1-[(benzylamino)carbonyl]-2-methylpropyl}amino)-2-hydroxy-1-isobutyl-4-methyl-5-oxopentylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1: 63 percent / HOBt; EDC; diisopropylethylamine / CH₂Cl₂; dimethylformamide / 0 - 23 °C

2: 297 mg / TFA / CH₂Cl₂ / 0.5 h / 23 °C

3: 95 percent / EDC; HOBt; diisopropylethylamine / dimethylformamide / 0 - 23 °C

4: 83 percent / nBu₄NF / tetrahydrofuran / 23 °C

With tetrabutyl ammonium fluoride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0101803