methyl [2S-(2α,3β,4β)]-[2-(methoxycarbonyl)-4-(1-methylethenyl)-1-(4-methylphenyl)sulfonyl]-3-pyrrolidineacetate

Base Information

Chemical Name:methyl [2S-(2α,3β,4β)]-[2-(methoxycarbonyl)-4-(1-methylethenyl)-1-(4-methylphenyl)sulfonyl]-3-pyrrolidineacetate
CAS No.:150674-69-4
Molecular Formula:C₁₉H₂₅NO₆S
Molecular Weight:395.477
Hs Code.:

Synonyms:methyl [2S-(2α,3β,4β)]-[2-(methoxycarbonyl)-4-(1-methylethenyl)-1-(4-methylphenyl)sulfonyl]-3-pyrrolidineacetate

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Chemical Property of methyl [2S-(2α,3β,4β)]-[2-(methoxycarbonyl)-4-(1-methylethenyl)-1-(4-methylphenyl)sulfonyl]-3-pyrrolidineacetate

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Technology Process of methyl [2S-(2α,3β,4β)]-[2-(methoxycarbonyl)-4-(1-methylethenyl)-1-(4-methylphenyl)sulfonyl]-3-pyrrolidineacetate

There total 51 articles about methyl [2S-(2α,3β,4β)]-[2-(methoxycarbonyl)-4-(1-methylethenyl)-1-(4-methylphenyl)sulfonyl]-3-pyrrolidineacetate 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: 99.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: (2S)-tert-butyl 3-(2-oxoethyl)-4-(prop-1-en-2-yl)-1-tosylpyrrolidine-2-carboxylate

: 1508298-54-1
(2S,3S,4R)-methyl 3-(2-methoxy-2-oxoethyl)-4-(prop-1-en-2-yl)-1-tosylpyrrolidine-2-carboxylate

: (2S,3R,4S)-methyl 3-(2-methoxy-2-oxoethyl)-4-(prop-1-en-2-yl)-1-tosylpyrrolidine-2-carboxylate

: 150674-69-4
methyl [2S-(2α,3β,4β)]-[2-(methoxycarbonyl)-4-(1-methylethenyl)-1-(4-methylphenyl)sulfonyl]-3-pyrrolidineacetate

Guidance literature:: (2S)-tert-butyl 3-(2-oxoethyl)-4-(prop-1-en-2-yl)-1-tosylpyrrolidine-2-carboxylate; With Jones reagent; In acetone; at 0 ℃; for 0.25h;

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

diazomethane; In diethyl ether; at 0 ℃; for 0.5h; Overall yield = 99 %; Overall yield = 18.6 mg;
DOI:10.1021/ol4028557

Reference yield: 71.0%

: 861145-13-3
(2S,3R,4S)-4-acetyl-3-methoxycarbonylmethyl-1-(toluene-4-sulfonyl)-pyrrolidine-2-carboxylic acid methyl ester

: 75-11-6
diiodomethane

: 150674-69-4
methyl [2S-(2α,3β,4β)]-[2-(methoxycarbonyl)-4-(1-methylethenyl)-1-(4-methylphenyl)sulfonyl]-3-pyrrolidineacetate

Guidance literature:: With titanium tetrachloride; zinc; In tetrahydrofuran; at 25 ℃; for 0.25h;
DOI:10.1021/ol051003p

Reference yield:

: C₂₁H₂₇NO₈S

: 150674-69-4
methyl [2S-(2α,3β,4β)]-[2-(methoxycarbonyl)-4-(1-methylethenyl)-1-(4-methylphenyl)sulfonyl]-3-pyrrolidineacetate

Guidance literature:: With ammonium formate; palladium diacetate; triphenylphosphine; In 1,4-dioxane; for 1h; Inert atmosphere; Reflux;
DOI:10.3987/COM-18-13898