(2R,4R)-4-(Cyano-trimethylsilanyloxy-methyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(2R,4R)-4-(Cyano-trimethylsilanyloxy-methyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester
CAS No.:452100-77-5
Molecular Formula:C₁₉H₂₈N₂O₃SSi
Molecular Weight:392.594
Hs Code.:

Synonyms:(2R,4R)-4-(Cyano-trimethylsilanyloxy-methyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester

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Chemical Property of (2R,4R)-4-(Cyano-trimethylsilanyloxy-methyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester

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Technology Process of (2R,4R)-4-(Cyano-trimethylsilanyloxy-methyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester

There total 6 articles about (2R,4R)-4-(Cyano-trimethylsilanyloxy-methyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl 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: 100.0%

: 7677-24-9
trimethylsilyl cyanide

: 157020-34-3
(2R,4R)-4-formyl-2-phenylthiazolidine-3-carboxylic acid tert-butyl ester

: 452100-77-5
(2R,4R)-4-(Cyano-trimethylsilanyloxy-methyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: With tributylphosphine; In dichloromethane; at -10 ℃; for 0.5h;
DOI:10.1021/jo025794+

Reference yield:

: 196930-46-8
(4R)-2-phenyl-1,3-thiazolidine-4-carboxylic acid

: 452100-77-5
(2R,4R)-4-(Cyano-trimethylsilanyloxy-methyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / SOCl₂ / 17 h / 25 °C

2: 100 percent / CaCl₂; NaBH₄ / ethanol / 2 h / -10 - 10 °C

3: 88 percent / Na₂CO₃ / tetrahydrofuran; H₂O / 0.5 h / 10 °C

4: 95 percent / dimethylsulfoxide; sulfur trioxide pyridine complex; triethylamine / toluene / 2 h / 10 °C

5: 100 percent / n-Bu₃P / CH₂Cl₂ / 0.5 h / -10 °C

With sodium tetrahydroborate; thionyl chloride; tributylphosphine; sulfur trioxide pyridine complex; sodium carbonate; dimethyl sulfoxide; triethylamine; calcium chloride; In tetrahydrofuran; ethanol; dichloromethane; water; toluene;
DOI:10.1021/jo025794+

Reference yield:

: 100-52-7
benzaldehyde

: 452100-77-5
(2R,4R)-4-(Cyano-trimethylsilanyloxy-methyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 95.6 percent / H₂O; ethanol / 3 h / 25 °C

2: 100 percent / SOCl₂ / 17 h / 25 °C

3: 100 percent / CaCl₂; NaBH₄ / ethanol / 2 h / -10 - 10 °C

4: 88 percent / Na₂CO₃ / tetrahydrofuran; H₂O / 0.5 h / 10 °C

5: 95 percent / dimethylsulfoxide; sulfur trioxide pyridine complex; triethylamine / toluene / 2 h / 10 °C

6: 100 percent / n-Bu₃P / CH₂Cl₂ / 0.5 h / -10 °C

With sodium tetrahydroborate; thionyl chloride; tributylphosphine; sulfur trioxide pyridine complex; sodium carbonate; dimethyl sulfoxide; triethylamine; calcium chloride; In tetrahydrofuran; ethanol; dichloromethane; water; toluene;
DOI:10.1021/jo025794+