(4R,5S)-4-benzyl-3-[(tert-butoxy)carbonyl]-2,2-dimethyl-1,3-oxazolidine-5-carboxylic acid

Base Information

Chemical Name:(4R,5S)-4-benzyl-3-[(tert-butoxy)carbonyl]-2,2-dimethyl-1,3-oxazolidine-5-carboxylic acid
CAS No.:139397-07-2
Molecular Formula:C₁₈H₂₅NO₅
Molecular Weight:335.4
Hs Code.:

Synonyms:(4R,5S)-4-benzyl-3-[(tert-butoxy)carbonyl]-2,2-dimethyl-1,3-oxazolidine-5-carboxylic acid

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Chemical Property of (4R,5S)-4-benzyl-3-[(tert-butoxy)carbonyl]-2,2-dimethyl-1,3-oxazolidine-5-carboxylic acid

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Technology Process of (4R,5S)-4-benzyl-3-[(tert-butoxy)carbonyl]-2,2-dimethyl-1,3-oxazolidine-5-carboxylic acid

There total 21 articles about (4R,5S)-4-benzyl-3-[(tert-butoxy)carbonyl]-2,2-dimethyl-1,3-oxazolidine-5-carboxylic 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%

: tert-butyl (4R,5R)-4-benzyl-2,2-dimethyl-5-nitromethyl-1,3-oxazolidine-3-carboxylate

: 139397-07-2
(4R,5S)-4-benzyl-3-[(tert-butoxy)carbonyl]-2,2-dimethyl-1,3-oxazolidine-5-carboxylic acid

Guidance literature:: tert-butyl (4R,5R)-4-benzyl-2,2-dimethyl-5-nitromethyl-1,3-oxazolidine-3-carboxylate; With potassium hydroxide; In methanol; at 0 ℃; for 0.0833333h;

With potassium permanganate; disodium hydrogenphosphate; In methanol; water; for 2h;
DOI:10.1002/psc.3067

Reference yield: 89.0%

: 685508-06-9
O-[(3R)-tert-butoxycarbonylamino-(2S)-hydroxy-2,3-isopropylidene-4-phenylbutanoyl]-(1'R,2'S,5'R)-8'-phenylmenthol

: 139397-07-2
(4R,5S)-4-benzyl-3-[(tert-butoxy)carbonyl]-2,2-dimethyl-1,3-oxazolidine-5-carboxylic acid

Guidance literature:: With sodium methylate; In methanol; at 20 ℃; for 24h;
DOI:10.1021/jo0358269

Reference yield:

: 6125-24-2
2-Phenylnitroethane

: 139397-07-2
(4R,5S)-4-benzyl-3-[(tert-butoxy)carbonyl]-2,2-dimethyl-1,3-oxazolidine-5-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 22 percent / activated Al₂O₃ / tetrahydrofuran / 1 h / 20 °C

2: H₂ / Raney-Ni / methanol

3: sat. NaHCO₃ / ethyl acetate / 2 h

4: TsOH / toluene / 5 h / 50 °C

5: LiOH; 28 percent H₂O₂ / tetrahydrofuran; H₂O / 2 h / 0 - 20 °C

With lithium hydroxide; hydrogen; dihydrogen peroxide; sodium hydrogencarbonate; aluminum oxide; nickel; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; water; ethyl acetate; toluene;
DOI:10.1002/hlca.200490156