(3S,4S)-N-tert-butoxycarbonylamino-5-tert-butyldiphenylsilyloxy-3-fluoromethylpentanoic acid

Base Information

Chemical Name:(3S,4S)-N-tert-butoxycarbonylamino-5-tert-butyldiphenylsilyloxy-3-fluoromethylpentanoic acid
CAS No.:691407-32-6
Molecular Formula:C₂₇H₃₈FNO₅Si
Molecular Weight:503.686
Hs Code.:

Synonyms:(3S,4S)-N-tert-butoxycarbonylamino-5-tert-butyldiphenylsilyloxy-3-fluoromethylpentanoic acid

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Chemical Property of (3S,4S)-N-tert-butoxycarbonylamino-5-tert-butyldiphenylsilyloxy-3-fluoromethylpentanoic acid

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Technology Process of (3S,4S)-N-tert-butoxycarbonylamino-5-tert-butyldiphenylsilyloxy-3-fluoromethylpentanoic acid

There total 5 articles about (3S,4S)-N-tert-butoxycarbonylamino-5-tert-butyldiphenylsilyloxy-3-fluoromethylpentanoic acid 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: 100.0%

: 691407-30-4
(4S,5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsilyloxymethyl-4-fluoromethylpyrrolidin-2-one

: 691407-32-6
(3S,4S)-N-tert-butoxycarbonylamino-5-tert-butyldiphenylsilyloxy-3-fluoromethylpentanoic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 3h;
DOI:10.1039/b316219b

Reference yield:

: 138871-58-6
(S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-oxo-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester

: 691407-32-6
(3S,4S)-N-tert-butoxycarbonylamino-5-tert-butyldiphenylsilyloxy-3-fluoromethylpentanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 68 percent / benzophenone / 24 h / 20 °C / Irradiation

2: 61 percent / Et₂NSF₃ / CH₂Cl₂ / 2 h / 20 °C

3: 100 percent / aq. LiOH / tetrahydrofuran / 3 h / 0 - 20 °C

With lithium hydroxide; benzophenone; diethylamino-sulfur trifluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1039/b316219b

Reference yield:

: 691407-26-8
(4S,5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsilyloxymethyl-2-oxopyrrolidine-4-carbaldehyde

: 691407-32-6
(3S,4S)-N-tert-butoxycarbonylamino-5-tert-butyldiphenylsilyloxy-3-fluoromethylpentanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / NaBH₄ / methanol / 0.42 h / 20 °C

2: 61 percent / Et₂NSF₃ / CH₂Cl₂ / 2 h / 20 °C

3: 100 percent / aq. LiOH / tetrahydrofuran / 3 h / 0 - 20 °C

With lithium hydroxide; sodium tetrahydroborate; diethylamino-sulfur trifluoride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1039/b316219b