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

Base Information

Chemical Name:methyl [2S-(2α,3β,4β)]-[2-(methoxymethoxy)methyl-4-(1-methylethenyl)-1-[(4-methylphenyl)sulfonyl]-α-phenylsulfonyl]-3-pyrrolidineacetate
CAS No.:188569-97-3
Molecular Formula:C₂₆H₃₃NO₈S₂
Molecular Weight:551.682
Hs Code.:

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

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

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

There total 5 articles about methyl [2S-(2α,3β,4β)]-[2-(methoxymethoxy)methyl-4-(1-methylethenyl)-1-[(4-methylphenyl)sulfonyl]-α-phenylsulfonyl]-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: 89.0%

: 79-22-1
methyl chloroformate

: 188569-96-2
[2S-(2α,3β,4β)]-[2-(methoxymethoxy)methyl-4-(1-methylethenyl)-1-(4-methylphenyl)sulfonyl-3-(phenylsulfonyl)methyl]pyrrolidine

: 188569-97-3
methyl [2S-(2α,3β,4β)]-[2-(methoxymethoxy)methyl-4-(1-methylethenyl)-1-[(4-methylphenyl)sulfonyl]-α-phenylsulfonyl]-3-pyrrolidineacetate

Guidance literature:: With methyllithium; In tetrahydrofuran; 1.) 78 deg C; 2.) 0 deg C;
DOI:10.1055/s-1997-784

Reference yield:

: 78592-86-6
(E)-3-Methyl-4-(thiophenoxy)-2-buten-1-ol

: 188569-97-3
methyl [2S-(2α,3β,4β)]-[2-(methoxymethoxy)methyl-4-(1-methylethenyl)-1-[(4-methylphenyl)sulfonyl]-α-phenylsulfonyl]-3-pyrrolidineacetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 75 percent / Ph₃P; DEAD / tetrahydrofuran; toluene / 2 h / 20 °C

2.1: 38 percent / PhSH; AIBN / hexane / 4 h / 80 °C

3.1: 85 percent / oxone / methanol; H₂O / 3.5 h / 20 °C

4.1: MeLi / tetrahydrofuran; diethyl ether / 0.5 h / -78 °C

4.2: 89 percent / 4 h / 0 °C

With Oxone; 2,2'-azobis(isobutyronitrile); methyllithium; thiophenol; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; diethyl ether; hexane; water; toluene; 1.1: Alkylation / 2.1: Cyclization / 3.1: Oxidation / 4.1: Metallation / 4.2: methoxycarbonylation;
DOI:10.1016/S0040-4020(00)00579-2

Reference yield:

: 188569-93-9
[S-(E)]-N-[1-(methoxy)methoxy-3-buten-2-yl]-4-methyl-N-[3-methyl-4-(phenylsulfanyl)-2-butenyl]benzenesulfonamide

: 188569-97-3
methyl [2S-(2α,3β,4β)]-[2-(methoxymethoxy)methyl-4-(1-methylethenyl)-1-[(4-methylphenyl)sulfonyl]-α-phenylsulfonyl]-3-pyrrolidineacetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 38 percent / PhSH; AIBN / hexane / 4 h / 80 °C

2.1: 85 percent / oxone / methanol; H₂O / 3.5 h / 20 °C

3.1: MeLi / tetrahydrofuran; diethyl ether / 0.5 h / -78 °C

3.2: 89 percent / 4 h / 0 °C

With Oxone; 2,2'-azobis(isobutyronitrile); methyllithium; thiophenol; In tetrahydrofuran; methanol; diethyl ether; hexane; water; 1.1: Cyclization / 2.1: Oxidation / 3.1: Metallation / 3.2: methoxycarbonylation;
DOI:10.1016/S0040-4020(00)00579-2