(S)-2-{[(1R,4R)-4-Acetoxycyclopent-2-enyl](toluene-4-sulfonyl)amino}pent-4-enoic acid methyl ester

Base Information

Chemical Name:(S)-2-{[(1R,4R)-4-Acetoxycyclopent-2-enyl](toluene-4-sulfonyl)amino}pent-4-enoic acid methyl ester
CAS No.:289716-59-2
Molecular Formula:C₂₀H₂₅NO₆S
Molecular Weight:407.488
Hs Code.:

Synonyms:(S)-2-{[(1R,4R)-4-Acetoxycyclopent-2-enyl](toluene-4-sulfonyl)amino}pent-4-enoic acid methyl ester

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Chemical Property of (S)-2-{[(1R,4R)-4-Acetoxycyclopent-2-enyl](toluene-4-sulfonyl)amino}pent-4-enoic acid methyl ester

Chemical Property:

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Technology Process of (S)-2-{[(1R,4R)-4-Acetoxycyclopent-2-enyl](toluene-4-sulfonyl)amino}pent-4-enoic acid methyl ester

There total 4 articles about (S)-2-{[(1R,4R)-4-Acetoxycyclopent-2-enyl](toluene-4-sulfonyl)amino}pent-4-enoic acid methyl 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: 73.0%

: 93267-06-2
(S)-2-(Toluene-4-sulfonylamino)pent-4-enoic acid methyl ester

: 289716-57-0
p-Nitrobenzoic acid (1R,4R)-4-acetoxycyclopent-2-en-1-yl ester

: 289716-59-2
(S)-2-{[(1R,4R)-4-Acetoxycyclopent-2-enyl](toluene-4-sulfonyl)amino}pent-4-enoic acid methyl ester

Guidance literature:: p-Nitrobenzoic acid (1R,4R)-4-acetoxycyclopent-2-en-1-yl ester; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.666667h;

(S)-2-(Toluene-4-sulfonylamino)pent-4-enoic acid methyl ester; With triphenylphosphine; palladium diacetate; In N,N-dimethyl-formamide; at 20 ℃; for 15h;
DOI:10.1055/s-2000-6267

Reference yield:

: 252648-41-2
2-(Toluene-4-sulfonylamino)pent-4-enoic acid methyl ester

: 289716-57-0
p-Nitrobenzoic acid (1R,4R)-4-acetoxycyclopent-2-en-1-yl ester

: 289716-58-1
(R)-2-{[(1R,4R)-4-Acetoxycyclopent-2-enyl](toluene-4-sulfonyl)amino}pent-4-enoic acid methyl ester

: 289716-59-2
(S)-2-{[(1R,4R)-4-Acetoxycyclopent-2-enyl](toluene-4-sulfonyl)amino}pent-4-enoic acid methyl ester

Guidance literature:: p-Nitrobenzoic acid (1R,4R)-4-acetoxycyclopent-2-en-1-yl ester; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.666667h;

2-(Toluene-4-sulfonylamino)pent-4-enoic acid methyl ester; With triphenylphosphine; palladium diacetate; In N,N-dimethyl-formamide; at 20 ℃; for 15h; Title compound not separated from byproducts;
DOI:10.1055/s-2000-6267

Reference yield:

: 50299-15-5,70837-19-3,81136-73-4,105929-46-2
allylglycine methyl ester

: 289716-59-2
(S)-2-{[(1R,4R)-4-Acetoxycyclopent-2-enyl](toluene-4-sulfonyl)amino}pent-4-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 73 percent / aq. NaHCO₃ / CH₂Cl₂

2.1: NaH / dimethylformamide / 0.67 h / 0 - 20 °C

2.2: PPh₃ / Pd(OAc)2 / dimethylformamide / 15 h / 20 °C

With sodium hydride; sodium hydrogencarbonate; In dichloromethane; N,N-dimethyl-formamide; 1.1: Tosylation / 2.1: Metallation / 2.2: Substitution;
DOI:10.1055/s-2000-6267