(S)-6-tert-Butyl-2-hydroxy-cyclohex-1-enecarboxylic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

Base Information

• Chemical Name: (S)-6-tert-Butyl-2-hydroxy-cyclohex-1-enecarboxylic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester
• CAS No.: 170116-94-6
• Molecular Formula: C₃₅H₄₇NO₅S
• Molecular Weight: 593.828
• Mol file: 170116-94-6.mol

Synonyms:

Chemical Property of (S)-6-tert-Butyl-2-hydroxy-cyclohex-1-enecarboxylic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-6-tert-Butyl-2-hydroxy-cyclohex-1-enecarboxylic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

There total 2 articles about (S)-6-tert-Butyl-2-hydroxy-cyclohex-1-enecarboxylic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl 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:

thien-2-yl(cyano)copper lithium (112426-02-5) + (1R,2R,3S,4S)-<3--2-bornyl>-2-oxo-cyclohexenecarboxylate (170117-11-0) → (S)-6-tert-Butyl-2-hydroxy-cyclohex-1-enecarboxylic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester (170116-94-6) + (1R,2R,3S,4S)-<3--2-bornyl>-(6R)-6-cyano-2-hydroxy-cyclohexenecarboxylate

Guidance literature:

With tert.-butyl lithium; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, ether, hexane, -78 deg C; 2.) THF, ether, hexane, -78 deg C;

DOI:10.1016/00404-0399(50)0886H-

Reference yield:

tert.-butyl lithium (594-19-4) + (1R,2R,3S,4S)-<3--2-bornyl>-2-oxo-cyclohexenecarboxylate (170117-11-0) → (S)-6-tert-Butyl-2-hydroxy-cyclohex-1-enecarboxylic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester (170116-94-6) + (1R,2R,3S,4S)-<3--2-bornyl>-(6R)-6-cyano-2-hydroxy-cyclohexenecarboxylate

Guidance literature:

With thien-2-yl(cyano)copper lithium; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, ether, hexane, -78 deg C; 2.) THF, ether, hexane, -78 deg C;

DOI:10.1016/00404-0399(50)0886H-

Reference yield: 91.0%

methanol (67-56-1) + (S)-6-tert-Butyl-2-hydroxy-cyclohex-1-enecarboxylic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester (170116-94-6) → N-(3,5-Dimethyl-phenyl)-N-((1S,2S,3R,4R)-3-hydroxy-4,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-benzenesulfonamide (87360-02-9) + (S)-6-tert-Butyl-2-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:

at 125 ℃; autoclave;

DOI:10.1016/00404-0399(50)0886H-

upstream raw materials:

tert.-butyl lithium

(1R,2R,3S,4S)-<3--2-bornyl>-2-oxo-cyclohexenecarboxylate

thien-2-yl(cyano)copper lithium

Downstream raw materials:

N-(3,5-Dimethyl-phenyl)-N-((1S,2S,3R,4R)-3-hydroxy-4,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-benzenesulfonamide