2-(tosyloxy)cyclohexyl benzoate

Base Information

• Chemical Name: 2-(tosyloxy)cyclohexyl benzoate
• CAS No.: 958249-32-6
• Molecular Formula: C₂₀H₂₂O₅S
• Molecular Weight: 374.458
• Mol file: 958249-32-6.mol

Synonyms:2-(tosyloxy)cyclohexyl benzoate

Chemical Property of 2-(tosyloxy)cyclohexyl benzoate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 2-(tosyloxy)cyclohexyl benzoate

There total 2 articles about 2-(tosyloxy)cyclohexyl benzoate 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:

2-hydroxycyclohexyl 4-methylbenzenesulfonate + benzoyl chloride (98-88-4) → 2-(tosyloxy)cyclohexyl benzoate (958249-32-6) + (1S,2R)-2-(tosyloxy)cyclohexyl benzoate (16544-64-2,16544-65-3)

Guidance literature:

With pyridine; In chloroform; at 0 - 20 ℃; for 8h; Overall yield = 80 %; Overall yield = 30 mg;

DOI:10.1039/c8ob03205j

Reference yield:

benzoic acid 2-hydroxycyclohexyl ester (37854-36-7,59694-07-4,86703-61-9,86703-62-0,120053-18-1,72375-13-4) + p-toluenesulfonyl chloride (98-59-9) → 2-(tosyloxy)cyclohexyl benzoate (958249-32-6) + (1S,2R)-2-(tosyloxy)cyclohexyl benzoate (16544-64-2,16544-65-3)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/j.tetlet.2007.08.104

Reference yield: 97.0%

2-(tosyloxy)cyclohexyl benzoate (958249-32-6) → C6H10(OCOC6H5)(N3)

Guidance literature:

With sodium azide; 15-crown-5; In N,N-dimethyl-formamide; at 90 ℃; for 12h;

DOI:10.1016/j.tetlet.2007.08.104

upstream raw materials:

benzoic acid 2-hydroxycyclohexyl ester

p-toluenesulfonyl chloride

benzoyl chloride

Downstream raw materials:

(R)-cyclohex-2-en-1-yl benzoate

Refernces

• 1、 Demizu, Yosuke,Matsumoto, Kazuya,Onomura, Osamu,Matsumura, Yoshihiro. "Copper complex catalyzed asymmetric monosulfonylation of meso-vic-diols". . p. 7605 - 7609. Retrieved 2008/03/14.