Benzoic acid (1R,2S,3S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4-bis-carboxymethyl-cyclopentyl ester

Base Information

• Chemical Name: Benzoic acid (1R,2S,3S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4-bis-carboxymethyl-cyclopentyl ester
• CAS No.: 112168-25-9
• Molecular Formula: C₂₃H₃₄O₇Si
• Molecular Weight: 450.604

Synonyms:Benzoic acid (1R,2S,3S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4-bis-carboxymethyl-cyclopentyl ester

Chemical Property of Benzoic acid (1R,2S,3S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4-bis-carboxymethyl-cyclopentyl ester

Chemical Property:

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Technology Process of Benzoic acid (1R,2S,3S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4-bis-carboxymethyl-cyclopentyl ester

There total 4 articles about Benzoic acid (1R,2S,3S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4-bis-carboxymethyl-cyclopentyl 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: 86.0%

Benzoic acid (1S,2R,3aS,7aS)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2,3,3a,4,7,7a-hexahydro-1H-inden-2-yl ester (112168-24-8) → Benzoic acid (1R,2S,3S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4-bis-carboxymethyl-cyclopentyl ester (112168-25-9)

Guidance literature:

With potassium permanganate; sodium periodate; sodium carbonate; In 1,4-dioxane; water;

DOI:10.1039/c39870000269

Reference yield:

benzoyl chloride (98-88-4) → Benzoic acid (1R,2S,3S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4-bis-carboxymethyl-cyclopentyl ester (112168-25-9)

Guidance literature:

Multi-step reaction with 2 steps

1: imiazole / 1.) DMF; 2.) pyridine

2: 86 percent / NaIO₄, KMnO₄, Na₂CO₃ / dioxane; H₂O

With 1H-imidazole; potassium permanganate; sodium periodate; sodium carbonate; In 1,4-dioxane; water;

DOI:10.1039/c39870000269

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → Benzoic acid (1R,2S,3S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4-bis-carboxymethyl-cyclopentyl ester (112168-25-9)

Guidance literature:

Multi-step reaction with 2 steps

1: imiazole / 1.) DMF; 2.) pyridine

2: 86 percent / NaIO₄, KMnO₄, Na₂CO₃ / dioxane; H₂O

With 1H-imidazole; potassium permanganate; sodium periodate; sodium carbonate; In 1,4-dioxane; water;

DOI:10.1039/c39870000269

upstream raw materials:

Benzoic acid (1S,2R,3aS,7aS)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2,3,3a,4,7,7a-hexahydro-1H-inden-2-yl ester

benzoyl chloride

tert-butyldimethylsilyl chloride

(1S,2R,3aS,7aS)-1-Hydroxymethyl-2,3,3a,4,7,7a-hexahydro-1H-inden-2-ol

Downstream raw materials:

Benzoic acid (1R,2S,3R,4S)-4-bromomethyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxycarbonylmethyl-cyclopentyl ester

Benzoic acid (1R,2S,3R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxycarbonylmethyl-4-methylene-cyclopentyl ester

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