(+)-(R)-(E)-ethyl 5-(4-methoxyphenyl)-4-(toluene-4-sulfonamido)pent-2-enoate

Base Information

Chemical Name:(+)-(R)-(E)-ethyl 5-(4-methoxyphenyl)-4-(toluene-4-sulfonamido)pent-2-enoate
CAS No.:863403-16-1
Molecular Formula:C₂₁H₂₅NO₅S
Molecular Weight:403.499
Hs Code.:

Synonyms:(+)-(R)-(E)-ethyl 5-(4-methoxyphenyl)-4-(toluene-4-sulfonamido)pent-2-enoate

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Chemical Property of (+)-(R)-(E)-ethyl 5-(4-methoxyphenyl)-4-(toluene-4-sulfonamido)pent-2-enoate

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Technology Process of (+)-(R)-(E)-ethyl 5-(4-methoxyphenyl)-4-(toluene-4-sulfonamido)pent-2-enoate

There total 5 articles about (+)-(R)-(E)-ethyl 5-(4-methoxyphenyl)-4-(toluene-4-sulfonamido)pent-2-enoate 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:

: 863403-09-2
(+)-(R)-2-(toluene-4-sulfonamido)-3-(4-methoxyphenyl)propan-1-ol

: 863403-16-1
(+)-(R)-(E)-ethyl 5-(4-methoxyphenyl)-4-(toluene-4-sulfonamido)pent-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1.42 h / -78 - 20 °C

2: 1.60 g / CH₂Cl₂ / 12 h / 20 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; 1: Swern oxidation / 2: Wittig homologation;
DOI:10.1039/b504731e

Reference yield:

: 863403-15-0
(+)-(S)-3-hydroxy-1-(4-methoxyphenyl)-2-(toluene-4-sulfonamido)propan-1-one

: 863403-16-1
(+)-(R)-(E)-ethyl 5-(4-methoxyphenyl)-4-(toluene-4-sulfonamido)pent-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / Et₃SiH; TFA / 24 h / 40 °C

2: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1.42 h / -78 - 20 °C

3: 1.60 g / CH₂Cl₂ / 12 h / 20 °C

With triethylsilane; oxalyl dichloride; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; In dichloromethane; 2: Swern oxidation / 3: Wittig homologation;
DOI:10.1039/b504731e

Reference yield:

: 7663-92-5,5873-11-0,5873-13-2,5873-12-1
N-tosyl-L-serine

: 863403-16-1
(+)-(R)-(E)-ethyl 5-(4-methoxyphenyl)-4-(toluene-4-sulfonamido)pent-2-enoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: Mg / tetrahydrofuran / 1 h / Heating

1.2: 73 percent / n-BuLi / tetrahydrofuran; hexane / 37 h / 20 °C

2.1: 93 percent / Et₃SiH; TFA / 24 h / 40 °C

3.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1.42 h / -78 - 20 °C

4.1: 1.60 g / CH₂Cl₂ / 12 h / 20 °C

With triethylsilane; oxalyl dichloride; magnesium; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; 1.2: Grignard addition / 3.1: Swern oxidation / 4.1: Wittig homologation;
DOI:10.1039/b504731e