tert-butyl (2S,4S)-2-[(tert-butoxycarbonyl)amino]-4-{[tert-butyl(diphenyl)silyl]oxy}-6-hydroxyhexanoate

Base Information

Chemical Name:tert-butyl (2S,4S)-2-[(tert-butoxycarbonyl)amino]-4-{[tert-butyl(diphenyl)silyl]oxy}-6-hydroxyhexanoate
CAS No.:653589-52-7
Molecular Formula:C₃₁H₄₇NO₆Si
Molecular Weight:557.803
Hs Code.:

Synonyms:tert-butyl (2S,4S)-2-[(tert-butoxycarbonyl)amino]-4-{[tert-butyl(diphenyl)silyl]oxy}-6-hydroxyhexanoate

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Chemical Property of tert-butyl (2S,4S)-2-[(tert-butoxycarbonyl)amino]-4-{[tert-butyl(diphenyl)silyl]oxy}-6-hydroxyhexanoate

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Technology Process of tert-butyl (2S,4S)-2-[(tert-butoxycarbonyl)amino]-4-{[tert-butyl(diphenyl)silyl]oxy}-6-hydroxyhexanoate

There total 5 articles about tert-butyl (2S,4S)-2-[(tert-butoxycarbonyl)amino]-4-{[tert-butyl(diphenyl)silyl]oxy}-6-hydroxyhexanoate 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: 97.0%

: 653589-51-6
di(tert-butyl) (2S,4S)-4-{[tert-butyl(diphenyl)silyl]oxy}-6-oxo-1,2-piperidinedicarboxylate

: 653589-52-7
tert-butyl (2S,4S)-2-[(tert-butoxycarbonyl)amino]-4-{[tert-butyl(diphenyl)silyl]oxy}-6-hydroxyhexanoate

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 0 - 20 ℃;
DOI:10.1021/jo0353886

Reference yield: 92.0%

: 1201658-46-9
(2S,4S)-1-tert-butyl 6-methyl 2-(tert-butoxycarbonylamino)-4-(tert-butyldiphenylsilyloxy)hexanedioate

: 653589-52-7
tert-butyl (2S,4S)-2-[(tert-butoxycarbonyl)amino]-4-{[tert-butyl(diphenyl)silyl]oxy}-6-hydroxyhexanoate

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 0 - 20 ℃;
DOI:10.1016/j.bmcl.2009.09.107

Reference yield:

: 34582-32-6
N-tert-butoxycarbonyl aspartic acid tert-butyl ester

: 653589-52-7
tert-butyl (2S,4S)-2-[(tert-butoxycarbonyl)amino]-4-{[tert-butyl(diphenyl)silyl]oxy}-6-hydroxyhexanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide; 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 3 h / 0 - 20 °C

1.2: 77 percent / ethyl acetate / 5 h / Heating

2.1: NaBH₃CN; acetic acid / CH₂Cl₂ / 72 h / 20 °C

3.1: 88 percent / imidazole / CH₂Cl₂ / 0 - 20 °C

4.1: 97 percent / NaBH₄ / ethanol / 0 - 20 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; sodium cyanoborohydride; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In ethanol; dichloromethane;
DOI:10.1021/jo0353886