(2RS,4R)-4-(hydroxymethyl)-2-phenylthiazolidine

Base Information

• Chemical Name: (2RS,4R)-4-(hydroxymethyl)-2-phenylthiazolidine
• CAS No.: 99380-83-3
• Molecular Formula: C₁₀H₁₃NOS
• Molecular Weight: 195.285

Synonyms:(2RS,4R)-4-(hydroxymethyl)-2-phenylthiazolidine

Chemical Property of (2RS,4R)-4-(hydroxymethyl)-2-phenylthiazolidine

Chemical Property:

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Technology Process of (2RS,4R)-4-(hydroxymethyl)-2-phenylthiazolidine

There total 7 articles about (2RS,4R)-4-(hydroxymethyl)-2-phenylthiazolidine 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%

(2RS,4R)-2-phenylthiazolidine-4-carboxylic acid ethyl ester (189228-43-1) → (2RS,4R)-4-(hydroxymethyl)-2-phenylthiazolidine (99380-83-3)

Guidance literature:

With sodium tetrahydroborate; calcium chloride; In ethanol; at -10 - 10 ℃; for 2h;

DOI:10.1021/jo025794+

Reference yield: 72.0%

methyl (4R)-2-phenylthiazolidine-4-carboxylate (198991-76-3,69739-20-4) → (2RS,4R)-4-(hydroxymethyl)-2-phenylthiazolidine (99380-83-3)

Guidance literature:

With calcium borohydride; In ethanol; at -30 ℃;

DOI:10.1246/cl.1985.939

Reference yield: 14.0%

(2R*,5R,8S*)-2,8-diphenyl-1-aza-3-oxa-7-thiabicyclo[3.3.0]octane + 4-chlorobenzaldehyde (104-88-1) → (2R*,5R,8S*)-2-(4-chlorophenyl)-8-phenyl-1-aza-3-oxa-7-thiabicyclo[3.3.0]octane + (2RS,4R)-4-(hydroxymethyl)-2-phenylthiazolidine (99380-83-3)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1021/ol901104a

upstream raw materials:

methyl (4R)-2-phenylthiazolidine-4-carboxylate

(2RS,4R)-2-phenylthiazolidine-4-carboxylic acid ethyl ester

(4R)-2-phenyl-1,3-thiazolidine-4-carboxylic acid

benzaldehyde

Downstream raw materials:

(2R,4R)-4-(hydroxymethyl)-2-phenylthiazolidine-3-carboxylic acid tert-butyl ester

C₁₇H₁₇NO₂S

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

(S)-7-[(2R,4R)-3-(tert-butoxycarbonyl)-2-phenylthiazolidin-4-yl]-7-methoxycarbonyloxy-6-oxoheptanoic acid methyl ester

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