4-{(E)-2-[(R)-1-Ethoxycarbonyl-2-((E)-3-ethoxycarbonyl-allylsulfanyl)-ethylcarbamoyl]-propenyl}-benzoic acid tert-butyl ester

Base Information

• Chemical Name: 4-{(E)-2-[(R)-1-Ethoxycarbonyl-2-((E)-3-ethoxycarbonyl-allylsulfanyl)-ethylcarbamoyl]-propenyl}-benzoic acid tert-butyl ester
• CAS No.: 192636-97-8
• Molecular Formula: C₂₆H₃₅NO₇S
• Molecular Weight: 505.632
• Mol file: 192636-97-8.mol

Synonyms:4-{(E)-2-[(R)-1-Ethoxycarbonyl-2-((E)-3-ethoxycarbonyl-allylsulfanyl)-ethylcarbamoyl]-propenyl}-benzoic acid tert-butyl ester

Chemical Property of 4-{(E)-2-[(R)-1-Ethoxycarbonyl-2-((E)-3-ethoxycarbonyl-allylsulfanyl)-ethylcarbamoyl]-propenyl}-benzoic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-{(E)-2-[(R)-1-Ethoxycarbonyl-2-((E)-3-ethoxycarbonyl-allylsulfanyl)-ethylcarbamoyl]-propenyl}-benzoic acid tert-butyl ester

There total 5 articles about 4-{(E)-2-[(R)-1-Ethoxycarbonyl-2-((E)-3-ethoxycarbonyl-allylsulfanyl)-ethylcarbamoyl]-propenyl}-benzoic acid tert-butyl 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: 87.0%

p-(t-butoxycarbonyl)-α-methylcinnamic acid (159675-85-1) + (E)-4-((R)-2-Amino-2-ethoxycarbonyl-ethylsulfanyl)-but-2-enoic acid ethyl ester; hydrochloride → 4-{(E)-2-[(R)-1-Ethoxycarbonyl-2-((E)-3-ethoxycarbonyl-allylsulfanyl)-ethylcarbamoyl]-propenyl}-benzoic acid tert-butyl ester (192636-97-8)

Guidance literature:

With pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; at 25 ℃; for 2h;

DOI:10.1016/S0968-0896(97)00036-9

Reference yield:

4-bromo-trans-crotonic acid ethyl ester (37746-78-4) → 4-{(E)-2-[(R)-1-Ethoxycarbonyl-2-((E)-3-ethoxycarbonyl-allylsulfanyl)-ethylcarbamoyl]-propenyl}-benzoic acid tert-butyl ester (192636-97-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaH / 1.) MeCN, 0 deg C, 0.5 h, 2.) MeCN, 25 deg C, 0.5 h

2: 68 percent / 4N HCl / ethyl acetate / 1 h / 25 °C

3: 87 percent / pyridine, EDC*HCl / 2 h / 25 °C

With pyridine; hydrogenchloride; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethyl acetate;

DOI:10.1016/S0968-0896(97)00036-9

Reference yield:

N-Boc-L-cysteine ethyl ester (118143-52-5) → 4-{(E)-2-[(R)-1-Ethoxycarbonyl-2-((E)-3-ethoxycarbonyl-allylsulfanyl)-ethylcarbamoyl]-propenyl}-benzoic acid tert-butyl ester (192636-97-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaH / 1.) MeCN, 0 deg C, 0.5 h, 2.) MeCN, 25 deg C, 0.5 h

2: 68 percent / 4N HCl / ethyl acetate / 1 h / 25 °C

3: 87 percent / pyridine, EDC*HCl / 2 h / 25 °C

With pyridine; hydrogenchloride; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethyl acetate;

DOI:10.1016/S0968-0896(97)00036-9

upstream raw materials:

p-(t-butoxycarbonyl)-α-methylcinnamic acid

4-bromo-trans-crotonic acid ethyl ester

N-Boc-L-cysteine ethyl ester

N-t-butoxycarbonyl-S-(3-ethoxycarbonyl-2-propenyl) cysteine ethyl ester

Downstream raw materials:

4-{(E)-2-[(R)-1-Ethoxycarbonyl-2-((E)-3-ethoxycarbonyl-allylsulfanyl)-ethylcarbamoyl]-propenyl}-benzoic acid