tert-butyl (2S)-2-[[(benzyloxy)carbonyl]amino]-5,5,5-trifluoro-4-hydroxy-4-(trifluoromethyl)pentanoate

Base Information

Chemical Name:tert-butyl (2S)-2-[[(benzyloxy)carbonyl]amino]-5,5,5-trifluoro-4-hydroxy-4-(trifluoromethyl)pentanoate
CAS No.:478548-20-8
Molecular Formula:C₁₈H₂₁F₆NO₅
Molecular Weight:445.359
Hs Code.:

Synonyms:tert-butyl (2S)-2-[[(benzyloxy)carbonyl]amino]-5,5,5-trifluoro-4-hydroxy-4-(trifluoromethyl)pentanoate

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Chemical Property of tert-butyl (2S)-2-[[(benzyloxy)carbonyl]amino]-5,5,5-trifluoro-4-hydroxy-4-(trifluoromethyl)pentanoate

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Technology Process of tert-butyl (2S)-2-[[(benzyloxy)carbonyl]amino]-5,5,5-trifluoro-4-hydroxy-4-(trifluoromethyl)pentanoate

There total 4 articles about tert-butyl (2S)-2-[[(benzyloxy)carbonyl]amino]-5,5,5-trifluoro-4-hydroxy-4-(trifluoromethyl)pentanoate 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: 94.0%

: 684-16-2
Hexafluoroacetone

: 190579-73-8
2-benzyloxycarbonylamino-3-iodo-propionic acid tert-butyl ester

: 478548-20-8
tert-butyl (2S)-2-[[(benzyloxy)carbonyl]amino]-5,5,5-trifluoro-4-hydroxy-4-(trifluoromethyl)pentanoate

Guidance literature:: 2-benzyloxycarbonylamino-3-iodo-propionic acid tert-butyl ester; With chloro-trimethyl-silane; ethylene dibromide; zinc; In N,N-dimethyl-formamide;

Hexafluoroacetone; With copper(I) bromide dimethylsulfide complex; In N,N-dimethyl-formamide; at -30 - -20 ℃; Further stages.;
DOI:10.1021/ol026922j

Reference yield:

: 1145-80-8
N-(benzyloxycarbonyl)-L-serine

: 478548-20-8
tert-butyl (2S)-2-[[(benzyloxy)carbonyl]amino]-5,5,5-trifluoro-4-hydroxy-4-(trifluoromethyl)pentanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate; benzyltriethylammonium chloride / acetonitrile / 5 h / 20 °C

1.2: 81 percent / acetonitrile / 45 - 50 °C

2.1: 85 percent / (PhO)3PMeI / dimethylformamide / 3.5 h / 20 °C

3.1: zinc; 1,2-dibromoethane; trimethylsilyl chloride / dimethylformamide

3.2: dimethylformamide

With chloro-trimethyl-silane; N-benzyl-N,N,N-triethylammonium chloride; methyltriphenoxyphosphonium iodide; potassium carbonate; ethylene dibromide; zinc; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol026922j

Reference yield:

: 59859-77-7
2-benzyloxycarbonylamino-3-hydroxy-propionic acid tert-butyl ester

: 478548-20-8
tert-butyl (2S)-2-[[(benzyloxy)carbonyl]amino]-5,5,5-trifluoro-4-hydroxy-4-(trifluoromethyl)pentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 85 percent / (PhO)3PMeI / dimethylformamide / 3.5 h / 20 °C

2.1: zinc; 1,2-dibromoethane; trimethylsilyl chloride / dimethylformamide

2.2: dimethylformamide

With chloro-trimethyl-silane; methyltriphenoxyphosphonium iodide; ethylene dibromide; zinc; In N,N-dimethyl-formamide;
DOI:10.1021/ol026922j