4-[{(S)-1,2-dihydroxy-1,2-O-isopropylidene}ethyl]-3-carbomethoxy-1-(4-methoxyphenyl)-2-pyrrolidinone

Base Information

Chemical Name:4-[{(S)-1,2-dihydroxy-1,2-O-isopropylidene}ethyl]-3-carbomethoxy-1-(4-methoxyphenyl)-2-pyrrolidinone
CAS No.:247943-18-6
Molecular Formula:C₁₈H₂₃NO₆
Molecular Weight:349.384
Hs Code.:

Synonyms:4-[{(S)-1,2-dihydroxy-1,2-O-isopropylidene}ethyl]-3-carbomethoxy-1-(4-methoxyphenyl)-2-pyrrolidinone

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Chemical Property of 4-[{(S)-1,2-dihydroxy-1,2-O-isopropylidene}ethyl]-3-carbomethoxy-1-(4-methoxyphenyl)-2-pyrrolidinone

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Technology Process of 4-[{(S)-1,2-dihydroxy-1,2-O-isopropylidene}ethyl]-3-carbomethoxy-1-(4-methoxyphenyl)-2-pyrrolidinone

There total 6 articles about 4-[{(S)-1,2-dihydroxy-1,2-O-isopropylidene}ethyl]-3-carbomethoxy-1-(4-methoxyphenyl)-2-pyrrolidinone 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: 37.0%

: 264903-66-4
N-[{(S)-3,4-dihydroxy-3,4-O-isopropylidene}butyl]-N-(4-methoxyphenyl)-α-carbomethoxy-α-diazoacetamide

: 247943-18-6
4-[{(S)-1,2-dihydroxy-1,2-O-isopropylidene}ethyl]-3-carbomethoxy-1-(4-methoxyphenyl)-2-pyrrolidinone

: 4-[{(S)-2,3-dihydroxy-2,3-O-isopropylidene}propyl]-3-carbomethoxy-1-(4-methoxyphenyl)-2-azetidinone

Guidance literature:: With rhodium(II) pivalate; In benzene; at 80 ℃;
DOI:10.3987/com-99-8805

Reference yield:

: 95422-24-5
methyl (3S)-3,4-O-isopropylidene-3,4-dihydroxybutanoate

: 247943-18-6
4-[{(S)-1,2-dihydroxy-1,2-O-isopropylidene}ethyl]-3-carbomethoxy-1-(4-methoxyphenyl)-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 6 steps

1: 63 percent / aq. NaOH / acetone / 0.75 h / 0 - 20 °C

2: 86 percent / DMAP; DCC / CH₂Cl₂ / 0 - 20 °C

3: 98 percent / LiAlH₄ / tetrahydrofuran / 17 h / Heating

4: 73 percent / DCC; DMAP / CH₂Cl₂ / 0 - 20 °C

5: 81 percent / KH in oil; methanesulfonyl azide / 1,2-dimethoxy-ethane / 4 h / 0 °C

6: rhodium(II) pivalate / benzene / 80 °C

With dmap; sodium hydroxide; lithium aluminium tetrahydride; rhodium(II) pivalate; potassium hydride; Methanesulfonyl azide; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; acetone; benzene;
DOI:10.3987/com-99-8805

Reference yield:

: 87319-12-8
(S)-2-(2,2-dimethyl-1,3-dioxolan-4-yl)acetic acid

: 247943-18-6
4-[{(S)-1,2-dihydroxy-1,2-O-isopropylidene}ethyl]-3-carbomethoxy-1-(4-methoxyphenyl)-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / DMAP; DCC / CH₂Cl₂ / 0 - 20 °C

2: 98 percent / LiAlH₄ / tetrahydrofuran / 17 h / Heating

3: 73 percent / DCC; DMAP / CH₂Cl₂ / 0 - 20 °C

4: 81 percent / KH in oil; methanesulfonyl azide / 1,2-dimethoxy-ethane / 4 h / 0 °C

5: rhodium(II) pivalate / benzene / 80 °C

With dmap; lithium aluminium tetrahydride; rhodium(II) pivalate; potassium hydride; Methanesulfonyl azide; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; benzene;
DOI:10.3987/com-99-8805