(2S,5S)-2-[3'-phenylsulfonyl-N'-(4-methoxybenzyl)succinimid-3'-yl]-5-benzoyloxy-2,5-dihydrofuran

Base Information

Chemical Name:(2S,5S)-2-[3'-phenylsulfonyl-N'-(4-methoxybenzyl)succinimid-3'-yl]-5-benzoyloxy-2,5-dihydrofuran
CAS No.:233679-26-0
Molecular Formula:C₂₉H₂₅NO₈S
Molecular Weight:547.585
Hs Code.:

Synonyms:(2S,5S)-2-[3'-phenylsulfonyl-N'-(4-methoxybenzyl)succinimid-3'-yl]-5-benzoyloxy-2,5-dihydrofuran

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Chemical Property of (2S,5S)-2-[3'-phenylsulfonyl-N'-(4-methoxybenzyl)succinimid-3'-yl]-5-benzoyloxy-2,5-dihydrofuran

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Technology Process of (2S,5S)-2-[3'-phenylsulfonyl-N'-(4-methoxybenzyl)succinimid-3'-yl]-5-benzoyloxy-2,5-dihydrofuran

There total 5 articles about (2S,5S)-2-[3'-phenylsulfonyl-N'-(4-methoxybenzyl)succinimid-3'-yl]-5-benzoyloxy-2,5-dihydrofuran 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:

: 233679-11-3
3-phenylsulfonyl-N-(4-methoxybenzyl)succinimide

: 24948-24-1,24948-25-2,139159-71-0
cis-2,5-dibenzoxy-2,5-dihydrofuran

: 233679-26-0
(2S,5S)-2-[3'-phenylsulfonyl-N'-(4-methoxybenzyl)succinimid-3'-yl]-5-benzoyloxy-2,5-dihydrofuran

: (2R,5R)-2-[3'-phenylsulfonyl-N'-(4-methoxybenzyl)succinimid-3'-yl]-5-benzoyloxy-2,5-dihydrofuran

Guidance literature:: With sodium hydride; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; bis(η3-allyl-μ-chloropalladium(II)); In tetrahydrofuran; at 0 ℃; for 4h; Title compound not separated from byproducts; sonication;
DOI:10.1021/jo990195x

Reference yield:

: 873-55-2
sodium benzenesulfonate

: 233679-26-0
(2S,5S)-2-[3'-phenylsulfonyl-N'-(4-methoxybenzyl)succinimid-3'-yl]-5-benzoyloxy-2,5-dihydrofuran

Guidance literature:: Multi-step reaction with 3 steps

1: 74 percent / monopotassium phosphate buffer / H₂O / 1 h / 20 °C

2: 61 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 0.17 h / -78 - 0 °C

3: sodium hydride; (R,R)-1,2-bis[2-(diphenylphosphino)benzoylamino]cyclohexane / bis(η³-allyl)di-μ-chlorodipalladium / tetrahydrofuran / 4 h / 0 °C / sonication

With di-isopropyl azodicarboxylate; monopotassium phosphate buffer; sodium hydride; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; triphenylphosphine; bis(η3-allyl-μ-chloropalladium(II)); In tetrahydrofuran; water; 1: Michael addition / 2: Alkylation / 3: Alkylation;
DOI:10.1021/jo990195x

Reference yield:

: 108-98-5
thiophenol

: 233679-26-0
(2S,5S)-2-[3'-phenylsulfonyl-N'-(4-methoxybenzyl)succinimid-3'-yl]-5-benzoyloxy-2,5-dihydrofuran

Guidance literature:: Multi-step reaction with 4 steps

2: hydrogen peroxide / acetic acid

3: 61 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 0.17 h / -78 - 0 °C

4: sodium hydride; (R,R)-1,2-bis[2-(diphenylphosphino)benzoylamino]cyclohexane / bis(η³-allyl)di-μ-chlorodipalladium / tetrahydrofuran / 4 h / 0 °C / sonication

With di-isopropyl azodicarboxylate; dihydrogen peroxide; sodium hydride; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; triphenylphosphine; bis(η3-allyl-μ-chloropalladium(II)); In tetrahydrofuran; acetic acid; 1: Addition / 2: Oxidation / 3: Alkylation / 4: Alkylation;
DOI:10.1021/jo990195x