(4S,5R)-4-(3-Fluoro-phenyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

Base Information

Chemical Name:(4S,5R)-4-(3-Fluoro-phenyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester
CAS No.:186758-20-3
Molecular Formula:C₁₈H₂₄FNO₅
Molecular Weight:353.391
Hs Code.:

Synonyms:(4S,5R)-4-(3-Fluoro-phenyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

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Chemical Property of (4S,5R)-4-(3-Fluoro-phenyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

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Technology Process of (4S,5R)-4-(3-Fluoro-phenyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

There total 7 articles about (4S,5R)-4-(3-Fluoro-phenyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester 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: 79.0%

: 116-11-0
2-Methoxypropene

: 186758-19-0
(2R,3S)-3-tert-Butoxycarbonylamino-3-(3-fluoro-phenyl)-2-hydroxy-propionic acid methyl ester

: 186758-20-3
(4S,5R)-4-(3-Fluoro-phenyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

Guidance literature:: With pyridinium p-toluenesulfonate; In benzene; at 90 ℃;
DOI:10.3987/com-96-s20

Reference yield:

: 74325-03-4
methyl (E)-m-fluorocinnamate

: 186758-20-3
(4S,5R)-4-(3-Fluoro-phenyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 67 percent / K₃Fe(CN)6, K₂CO₃, (DHQ)2PHAL, osmium tetroxide / 2-methyl-propan-2-ol; H₂O / 18 h / Ambient temperature

2: p-TsOH*H₂O / CH₂Cl₂ / 2.5 h / Ambient temperature

3: CH₂Cl₂ / -15 deg C, 1 h then 0 deg C, 2 h

4: 67 percent / sodium azide / dimethylformamide / 2.5 h / 40 °C

5: 91 percent / K₂CO₃ / methanol / 0.33 h / 0 °C

6: 94 percent / H₂ / Pd/C / ethyl acetate / 3.5 h / 760 Torr / Ambient temperature

7: 79 percent / pyridinium p-toluenesulfonate / benzene / 90 °C

With osmium(VIII) oxide; sodium azide; Hydroquinone 1,4-phthalazinediyl diether; hydrogen; pyridinium p-toluenesulfonate; potassium carbonate; toluene-4-sulfonic acid; potassium hexacyanoferrate(III); palladium on activated charcoal; In methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
DOI:10.3987/com-96-s20

Reference yield:

: 186758-28-1
(2S,3R)-2-Acetoxy-3-bromo-3-(3-fluoro-phenyl)-propionic acid methyl ester

: 186758-20-3
(4S,5R)-4-(3-Fluoro-phenyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 67 percent / sodium azide / dimethylformamide / 2.5 h / 40 °C

2: 91 percent / K₂CO₃ / methanol / 0.33 h / 0 °C

3: 94 percent / H₂ / Pd/C / ethyl acetate / 3.5 h / 760 Torr / Ambient temperature

4: 79 percent / pyridinium p-toluenesulfonate / benzene / 90 °C

With sodium azide; hydrogen; pyridinium p-toluenesulfonate; potassium carbonate; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.3987/com-96-s20