(4S,R)-3-(benzyloxycarbonyl)-4-(phenylmethyl)-4-<2-(formylethyl)>-5-oxooxazolidine

Base Information

Chemical Name:(4S,R)-3-(benzyloxycarbonyl)-4-(phenylmethyl)-4-<2-(formylethyl)>-5-oxooxazolidine
CAS No.:117162-02-4
Molecular Formula:C₂₁H₂₁NO₅
Molecular Weight:367.401
Hs Code.:

Synonyms:(4S,R)-3-(benzyloxycarbonyl)-4-(phenylmethyl)-4-<2-(formylethyl)>-5-oxooxazolidine

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Chemical Property of (4S,R)-3-(benzyloxycarbonyl)-4-(phenylmethyl)-4-<2-(formylethyl)>-5-oxooxazolidine

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Technology Process of (4S,R)-3-(benzyloxycarbonyl)-4-(phenylmethyl)-4-<2-(formylethyl)>-5-oxooxazolidine

There total 4 articles about (4S,R)-3-(benzyloxycarbonyl)-4-(phenylmethyl)-4-<2-(formylethyl)>-5-oxooxazolidine 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: 80.0%

: 117162-01-3
(4S,R)-3-(benzyloxycarbonyl)-4-(phenylmethyl)-4-<1-(3-hydroxypropyl)>-5-oxooxazolidine

: 117162-02-4
(4S,R)-3-(benzyloxycarbonyl)-4-(phenylmethyl)-4-<2-(formylethyl)>-5-oxooxazolidine

Guidance literature:: With 4 A molecular sieve; pyridinium chlorochromate; In dichloromethane; for 1h;
DOI:10.1021/jo00259a003

Reference yield:

: 1161-13-3
N-Cbz-L-Phe

: 117162-02-4
(4S,R)-3-(benzyloxycarbonyl)-4-(phenylmethyl)-4-<2-(formylethyl)>-5-oxooxazolidine

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / p-TsOH / toluene / Heating

2: 1.) sodium hexamethyldisilyl amide / 1.) THF, toluene. -78 deg C, 0.5 h

3: 1.) 9-BBN, 2.) 3 N aq. NaOH, 30percent H₂O₂ / 1.) THF, 25 deg C, overnight, 2.) 25 deg C, 10 min

4: 80 percent / PCC, molecular sieves 4A / CH₂Cl₂ / 1 h

With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; 4 A molecular sieve; dihydrogen peroxide; sodium hexamethyldisilazane; toluene-4-sulfonic acid; pyridinium chlorochromate; In dichloromethane; toluene;
DOI:10.1021/jo00259a003

Reference yield:

: 55740-07-3
(4S)-4-benzyl-5-oxo-1,3-oxazolidine-3-carboxylic acid benzyl ester

: 117162-02-4
(4S,R)-3-(benzyloxycarbonyl)-4-(phenylmethyl)-4-<2-(formylethyl)>-5-oxooxazolidine

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) sodium hexamethyldisilyl amide / 1.) THF, toluene. -78 deg C, 0.5 h

2: 1.) 9-BBN, 2.) 3 N aq. NaOH, 30percent H₂O₂ / 1.) THF, 25 deg C, overnight, 2.) 25 deg C, 10 min

3: 80 percent / PCC, molecular sieves 4A / CH₂Cl₂ / 1 h

With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; 4 A molecular sieve; dihydrogen peroxide; sodium hexamethyldisilazane; pyridinium chlorochromate; In dichloromethane;
DOI:10.1021/jo00259a003