(E)-But-2-enoic acid (1R,2S,3R,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

Base Information

• Chemical Name: (E)-But-2-enoic acid (1R,2S,3R,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester
• CAS No.: 102834-10-6
• Molecular Formula: C₂₈H₃₅NO₄S
• Molecular Weight: 481.656
• Mol file: 102834-10-6.mol

Synonyms:(E)-But-2-enoic acid (1R,2S,3R,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

Chemical Property of (E)-But-2-enoic acid (1R,2S,3R,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:

SDS file from LookChem

Useful:

Technology Process of (E)-But-2-enoic acid (1R,2S,3R,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

There total 6 articles about (E)-But-2-enoic acid (1R,2S,3R,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: 81.0%

trans-chrotonyl chloride (625-35-4,3488-22-0,10487-71-5) + (1R,2S,3R)-3-[N-Phenylsulfonyl-N-(3,5-dimethylphenyl)amino]bornan-2-ol (87420-26-6) → (E)-But-2-enoic acid (1R,2S,3R,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester (102834-10-6)

Guidance literature:

With 4 A molecular sieve; In tetrachloromethane; Heating;

Reference yield:

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) → (Z)-But-2-enoic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester (102834-10-6,104321-79-1)

Guidance literature:

Multi-step reaction with 3 steps

1: CaH₂ / CCl₄ / Heating

2: 170 °C

With calcium hydride; In tetrachloromethane;

DOI:10.1016/S0040-4039(00)95122-0

Reference yield:

(S)-4,4,4-Trichloro-3-methyl-butyric acid (1R,2S,3R,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester (102917-45-3) → (E)-But-2-enoic acid (1R,2S,3R,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester (102834-10-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / 2 N KOH / methanol / Ambient temperature

2: 66 percent / CCl₄ / Heating; molecular sieve 4 Angstroem

With potassium hydroxide; In methanol; tetrachloromethane;

DOI:10.1016/S0040-4039(00)95121-9

upstream raw materials:

trans-chrotonyl chloride

(1R,2S,3R)-3-[N-Phenylsulfonyl-N-(3,5-dimethylphenyl)amino]bornan-2-ol

Chloro-acetic acid (1R,2S,3R,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

acetaldehyde

Downstream raw materials:

(1R,2S,3R)-3-[N-Phenylsulfonyl-N-(3,5-dimethylphenyl)amino]bornan-2-ol

C₂₈⁽¹³⁾CH₃₉NO₄S

(S)-4,4,4-Trichloro-3-methyl-butyric acid (1R,2S,3R,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

(R)-4,4,4-Trichloro-3-methyl-butyric acid (1R,2S,3R,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester