BENZYL N-(CYCLOHEXYL[(4-METHYLPHENYL)SULFONYL]METHYL)CARBAMATE

Base Information

• Chemical Name: BENZYL N-(CYCLOHEXYL[(4-METHYLPHENYL)SULFONYL]METHYL)CARBAMATE
• CAS No.: 147169-19-5
• Molecular Formula: C22H27NO4S
• Molecular Weight: 401.527
• Mol file: 147169-19-5.mol

Synonyms:benzyl (cyclohexyl(tosyl)methyl)carbamate;

Chemical Property of BENZYL N-(CYCLOHEXYL[(4-METHYLPHENYL)SULFONYL]METHYL)CARBAMATE

Chemical Property:

• PSA: 80.85000
• LogP: 6.07320

Purity/Quality:

BENZYL N-(CYCLOHEXYL((4-METHYLPHENYL)SULFONYL)METHYL)CARBAMATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BENZYL N-(CYCLOHEXYL[(4-METHYLPHENYL)SULFONYL]METHYL)CARBAMATE

There total 1 articles about BENZYL N-(CYCLOHEXYL[(4-METHYLPHENYL)SULFONYL]METHYL)CARBAMATE 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: 96.0%

O-benzyl carbamate (621-84-1) + sodium 4-methylbenzenesulfinate (824-79-3) + cyclohexanecarbaldehyde (2043-61-0) → benzyl N-<1-((p-methylphenyl)sulfonyl)-cyclohexylmethyl>carbamate (147169-19-5)

Guidance literature:

With formic acid; In methanol; at 70 ℃; for 1h;

Reference yield: 94.0%

diethylzinc (557-20-0) + benzyl N-<1-((p-methylphenyl)sulfonyl)-cyclohexylmethyl>carbamate (147169-19-5) → N-(ethylperoxy(cyclohexyl)methyl)benzyl carbamate

Guidance literature:

diethylzinc; With oxygen; In hexane; dichloromethane; at 20 ℃; for 1h;

benzyl N-<1-((p-methylphenyl)sulfonyl)-cyclohexylmethyl>carbamate; In hexane; dichloromethane; at 0 - 20 ℃; for 20h;

DOI:10.1021/acs.orglett.0c01692

Reference yield: 91.0%

di-n-butylzinc (1119-90-0) + benzyl N-<1-((p-methylphenyl)sulfonyl)-cyclohexylmethyl>carbamate (147169-19-5) → N-(n-butylperoxy(cyclohexyl)methyl)benzyl carbamate

Guidance literature:

di-n-butylzinc; With oxygen; In n-heptane; dichloromethane; at 20 ℃; for 1h;

benzyl N-<1-((p-methylphenyl)sulfonyl)-cyclohexylmethyl>carbamate; In n-heptane; dichloromethane; at 0 - 20 ℃; for 20h;

DOI:10.1021/acs.orglett.0c01692

upstream raw materials:

O-benzyl carbamate

sodium 4-methylbenzenesulfinate

cyclohexanecarbaldehyde

Downstream raw materials:

[(R)-1-Cyclohexyl-3-oxo-3-((1R,2R,4R)-1,7,7-trimethyl-2-trimethylsilanyloxy-bicyclo[2.2.1]hept-2-yl)-propyl]-carbamic acid benzyl ester

N-Benzyloxycarbonyl-1-cyclohexylbut-3-enylamine

(R)-benzyl N-[cyclohexyl(dimethoxyphosphoryl)methyl]carbamate

C₂₃H₃₀O₅S

Refernces

• 1、 Thirupathi, Ponnaboina,Kim, Sung Soo. "Regioselective arylations of α-amido sulfones with electron-rich arenes through friedel-crafts alkylations catalyzed by ferric chloride hexahydrate: Synthesis of unsymmetrical and bis-symmetrical triarylmethanes". supporting information; experimental part. p. 1798 - 1808. Retrieved 2010/06/15.
• 2、 Thirupathi, Ponnaboina,Kim, Sung Soo. "Indium triflate-catalyzed allylation reactions of N-sulfonyl aldimines or N-alkoxycarbonylamino p-tolylsulfones with allyltrimethylsilane: Synthesis of protected homoallylic amines". scheme or table. p. 8623 - 8628. Retrieved 2010/11/18.