(S)-tert-butyl 5-(benzyloxycarbonylamino)-4,4-difluoro-1-hydroxypentan-2-ylcarbamate

Base Information

Chemical Name:(S)-tert-butyl 5-(benzyloxycarbonylamino)-4,4-difluoro-1-hydroxypentan-2-ylcarbamate
CAS No.:153335-07-0
Molecular Formula:C₁₈H₂₆F₂N₂O₅
Molecular Weight:388.412
Hs Code.:

Synonyms:(S)-tert-butyl 5-(benzyloxycarbonylamino)-4,4-difluoro-1-hydroxypentan-2-ylcarbamate

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Chemical Property of (S)-tert-butyl 5-(benzyloxycarbonylamino)-4,4-difluoro-1-hydroxypentan-2-ylcarbamate

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Technology Process of (S)-tert-butyl 5-(benzyloxycarbonylamino)-4,4-difluoro-1-hydroxypentan-2-ylcarbamate

There total 14 articles about (S)-tert-butyl 5-(benzyloxycarbonylamino)-4,4-difluoro-1-hydroxypentan-2-ylcarbamate 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: 96.0%

: 153335-00-3
(S)-tert-butyl 4-(3-(benzyloxycarbonylamino)-2,2-difluoropropyl)-2,2-dimethyloxazolidine-3-carboxylate

: 153335-07-0
(S)-tert-butyl 5-(benzyloxycarbonylamino)-4,4-difluoro-1-hydroxypentan-2-ylcarbamate

Guidance literature:: With o-toluenesulfonic acid; In methanol; at 50 ℃; for 6h;

Reference yield: 96.0%

: (R)-4-(3-Benzyloxycarbonylamino-2,2-difluoro-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 153335-07-0
(S)-tert-butyl 5-(benzyloxycarbonylamino)-4,4-difluoro-1-hydroxypentan-2-ylcarbamate

Guidance literature:: With methanol; o-toluenesulfonic acid; at 50 ℃; for 6h;
DOI:10.1016/S0040-4039(00)79285-9

Reference yield:

: 102308-32-7
(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 153335-07-0
(S)-tert-butyl 5-(benzyloxycarbonylamino)-4,4-difluoro-1-hydroxypentan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 7 steps

1: Zn / tetrahydrofuran / 0 - 25 °C / sonication

2: tetrahydrofuran / 3 h / 80 °C

3: 79 percent / triethylsilane, benzoyl peroxide / 3 h / Heating

4: 86 percent / NH₃ / diethyl ether / 0.5 h / -78 °C

5: 98 percent / sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 0 deg C, 1 h, RT, 2 h

6: 70 percent / NaHCO₃ / ethyl acetate / 0.5 h / 0 °C

7: 96 percent / toluenesulfonic acid, MeOH / 6 h / 50 °C

With methanol; triethylsilane; Perbenzoic acid; o-toluenesulfonic acid; ammonia; sodium hydrogencarbonate; sodium bis(2-methoxyethoxy)aluminium dihydride; zinc; In tetrahydrofuran; diethyl ether; ethyl acetate; toluene;
DOI:10.1016/S0040-4039(00)79285-9