((1R,2R,4R)-4-Hydroxymethyl-1-oxo-2-propyl-1λ⁴-thiazolidin-3-yl)-phenyl-methanone

Base Information

• Chemical Name: ((1R,2R,4R)-4-Hydroxymethyl-1-oxo-2-propyl-1λ⁴-thiazolidin-3-yl)-phenyl-methanone
• CAS No.: 107095-06-7
• Molecular Formula: C₁₄H₁₉NO₃S
• Molecular Weight: 281.376

Synonyms:((1R,2R,4R)-4-Hydroxymethyl-1-oxo-2-propyl-1λ⁴-thiazolidin-3-yl)-phenyl-methanone

Chemical Property of ((1R,2R,4R)-4-Hydroxymethyl-1-oxo-2-propyl-1λ⁴-thiazolidin-3-yl)-phenyl-methanone

Chemical Property:

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Technology Process of ((1R,2R,4R)-4-Hydroxymethyl-1-oxo-2-propyl-1λ⁴-thiazolidin-3-yl)-phenyl-methanone

There total 3 articles about ((1R,2R,4R)-4-Hydroxymethyl-1-oxo-2-propyl-1λ⁴-thiazolidin-3-yl)-phenyl-methanone 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: 70.0%

((2R,4R)-4-Hydroxymethyl-2-propyl-thiazolidin-3-yl)-phenyl-methanone (107095-08-9) → ((1R,2R,4R)-4-Hydroxymethyl-1-oxo-2-propyl-1λ4-thiazolidin-3-yl)-phenyl-methanone (107095-06-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4039(00)84804-2

Reference yield:

(2R,4R)-3-Benzoyl-2-propyl-thiazolidine-4-carboxylic acid methyl ester (113234-96-1) → ((1R,2R,4R)-4-Hydroxymethyl-1-oxo-2-propyl-1λ4-thiazolidin-3-yl)-phenyl-methanone (107095-06-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄

2: 70 percent / m-CPBA / CH₂Cl₂ / Ambient temperature

With sodium tetrahydroborate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1016/S0040-4039(00)84804-2

Reference yield:

((2R,4R)-4-Hydroxymethyl-2-propyl-thiazolidin-3-yl)-phenyl-methanone (107095-08-9) → ((1R,2R,4R)-4-Hydroxymethyl-1-oxo-2-propyl-1λ4-thiazolidin-3-yl)-phenyl-methanone (107095-06-7) + ((1S,2R,4R)-4-Hydroxymethyl-1-oxo-2-propyl-1λ4-thiazolidin-3-yl)-phenyl-methanone (107095-05-6)

Guidance literature:

With titanium(IV) isopropylate; tert.-butylhydroperoxide; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1016/S0040-4039(00)84804-2

upstream raw materials:

((2R,4R)-4-Hydroxymethyl-2-propyl-thiazolidin-3-yl)-phenyl-methanone

(2R,4R)-3-Benzoyl-2-propyl-thiazolidine-4-carboxylic acid methyl ester

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