(2S,3S)-2-N-tert-butoxycarbonylamino-1-tert-butyldiphenylsilyloxy-3-fluoromethyl-5-hydroxypentane

Base Information

Chemical Name:(2S,3S)-2-N-tert-butoxycarbonylamino-1-tert-butyldiphenylsilyloxy-3-fluoromethyl-5-hydroxypentane
CAS No.:691407-33-7
Molecular Formula:C₂₇H₄₀FNO₄Si
Molecular Weight:489.703
Hs Code.:

Synonyms:(2S,3S)-2-N-tert-butoxycarbonylamino-1-tert-butyldiphenylsilyloxy-3-fluoromethyl-5-hydroxypentane

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Chemical Property of (2S,3S)-2-N-tert-butoxycarbonylamino-1-tert-butyldiphenylsilyloxy-3-fluoromethyl-5-hydroxypentane

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Technology Process of (2S,3S)-2-N-tert-butoxycarbonylamino-1-tert-butyldiphenylsilyloxy-3-fluoromethyl-5-hydroxypentane

There total 6 articles about (2S,3S)-2-N-tert-butoxycarbonylamino-1-tert-butyldiphenylsilyloxy-3-fluoromethyl-5-hydroxypentane 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:

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

: 691407-33-7
(2S,3S)-2-N-tert-butoxycarbonylamino-1-tert-butyldiphenylsilyloxy-3-fluoromethyl-5-hydroxypentane

Guidance literature:: Multi-step reaction with 5 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

4: Et₃N / tetrahydrofuran / 1 h / -40 °C

5: 2.99 g / NaBH₄ / tetrahydrofuran; H₂O / 1 h / 0 °C

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

Reference yield:

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

: 691407-33-7
(2S,3S)-2-N-tert-butoxycarbonylamino-1-tert-butyldiphenylsilyloxy-3-fluoromethyl-5-hydroxypentane

Guidance literature:: Multi-step reaction with 5 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

4: Et₃N / tetrahydrofuran / 1 h / -40 °C

5: 2.99 g / NaBH₄ / tetrahydrofuran; H₂O / 1 h / 0 °C

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

Reference yield:

: 691407-27-9
(4S,5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsilyloxymethyl-4-hydroxymethylpyrrolidin-2-one

: 691407-33-7
(2S,3S)-2-N-tert-butoxycarbonylamino-1-tert-butyldiphenylsilyloxy-3-fluoromethyl-5-hydroxypentane

Guidance literature:: Multi-step reaction with 4 steps

1: 61 percent / Et₂NSF₃ / CH₂Cl₂ / 2 h / 20 °C

2: 100 percent / aq. LiOH / tetrahydrofuran / 3 h / 0 - 20 °C

3: Et₃N / tetrahydrofuran / 1 h / -40 °C

4: 2.99 g / NaBH₄ / tetrahydrofuran; H₂O / 1 h / 0 °C

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