(R)-2-(benzyloxy)-2-((S)-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidin-4-yl)acetic acid

Base Information

Chemical Name:(R)-2-(benzyloxy)-2-((S)-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidin-4-yl)acetic acid
CAS No.:203057-13-0
Molecular Formula:C₁₉H₂₇NO₆
Molecular Weight:365.426
Hs Code.:

Synonyms:(R)-2-(benzyloxy)-2-((S)-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidin-4-yl)acetic acid

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Chemical Property of (R)-2-(benzyloxy)-2-((S)-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidin-4-yl)acetic acid

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Technology Process of (R)-2-(benzyloxy)-2-((S)-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidin-4-yl)acetic acid

There total 1 articles about (R)-2-(benzyloxy)-2-((S)-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidin-4-yl)acetic 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: 90.0%

: (4S,6S)-4-(1-benzyloxyallyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

: 203057-13-0
(R)-2-(benzyloxy)-2-((S)-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidin-4-yl)acetic acid

Guidance literature:: (4S,6S)-4-(1-benzyloxyallyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester; With ozone; In dichloromethane; at -78 ℃;

With dimethylsulfide; In dichloromethane; at 20 ℃; for 2h;

With sodium chlorite; sodium dihydrogenphosphate; In methanol; dichloromethane; water; at 20 ℃; for 1.5h; Further stages.;
DOI:10.1021/ja068455x

Reference yield:

: 203057-13-0
(R)-2-(benzyloxy)-2-((S)-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidin-4-yl)acetic acid

: 936703-26-3
(R)-3-((2S,3S)-3-(benzyloxy)-2-(tert-butoxycarbonylamino)-4-(cyclohexyloxy)-4-oxobutyloxy)-14-methylpentadecanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / DMAP; EDCl / CH₂Cl₂ / 7 h / 0 - 20 °C

2: aq. Jones reagent / acetone / 12 h / 20 °C

3: 84 percent / DMAP; EDCl / CH₂Cl₂ / 15 h / -15 - 20 °C

4: 98 percent / PhSiH₃ / PdCl₂(PPh₃)2; PPh₃ / CH₂Cl₂ / 12 h / 20 °C

With dmap; jones reagent; phenylsilane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; In dichloromethane; acetone;
DOI:10.1021/ja068455x

Reference yield:

: 203057-13-0
(R)-2-(benzyloxy)-2-((S)-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidin-4-yl)acetic acid

: 936703-44-5
(2R,3R)-1-allyl 4-cyclohexyl 3-(benzyloxy)-2-(tert-butoxycarbonylamino)butane-dioate

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / DMAP; EDCl / CH₂Cl₂ / 7 h / 0 - 20 °C

2: aq. Jones reagent / acetone / 12 h / 20 °C

3: 91 percent / K₂CO₃ / dimethylformamide / 12 h / 0 - 20 °C

With dmap; jones reagent; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja068455x