(2S,5R)-5-[di(benzyloxycarbonyl)(benzyloxycarbonyloxy)methyl]-2-[3'-phenylsulfonyl-N'-(4-methoxybenzyl)succinimid-3'-yl]-2,5-dihydrofuran

Base Information

Chemical Name:(2S,5R)-5-[di(benzyloxycarbonyl)(benzyloxycarbonyloxy)methyl]-2-[3'-phenylsulfonyl-N'-(4-methoxybenzyl)succinimid-3'-yl]-2,5-dihydrofuran
CAS No.:233679-10-2
Molecular Formula:C₄₇H₄₁NO₁₃S
Molecular Weight:859.907
Hs Code.:

Synonyms:(2S,5R)-5-[di(benzyloxycarbonyl)(benzyloxycarbonyloxy)methyl]-2-[3'-phenylsulfonyl-N'-(4-methoxybenzyl)succinimid-3'-yl]-2,5-dihydrofuran

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Chemical Property of (2S,5R)-5-[di(benzyloxycarbonyl)(benzyloxycarbonyloxy)methyl]-2-[3'-phenylsulfonyl-N'-(4-methoxybenzyl)succinimid-3'-yl]-2,5-dihydrofuran

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Technology Process of (2S,5R)-5-[di(benzyloxycarbonyl)(benzyloxycarbonyloxy)methyl]-2-[3'-phenylsulfonyl-N'-(4-methoxybenzyl)succinimid-3'-yl]-2,5-dihydrofuran

There total 8 articles about (2S,5R)-5-[di(benzyloxycarbonyl)(benzyloxycarbonyloxy)methyl]-2-[3'-phenylsulfonyl-N'-(4-methoxybenzyl)succinimid-3'-yl]-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: 84.0%

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

: (2R,5R)-5-[di(benzyloxycarbonyl)(benzyloxycarbonyloxy)methyl]-2-benzoyloxy-2,5-dihydrofuran

: 233679-10-2
(2S,5R)-5-[di(benzyloxycarbonyl)(benzyloxycarbonyloxy)methyl]-2-[3'-phenylsulfonyl-N'-(4-methoxybenzyl)succinimid-3'-yl]-2,5-dihydrofuran

Guidance literature:: With 1,3-bis-(diphenylphosphino)propane; sodium hydride; bis(η3-allyl-μ-chloropalladium(II)); In tetrahydrofuran; at 0 ℃; for 3h; sonication;
DOI:10.1021/jo990195x

Reference yield: 66.0%

: dibenzyl benzyloxycarboxymalonate

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

: 233679-10-2
(2S,5R)-5-[di(benzyloxycarbonyl)(benzyloxycarbonyloxy)methyl]-2-[3'-phenylsulfonyl-N'-(4-methoxybenzyl)succinimid-3'-yl]-2,5-dihydrofuran

Guidance literature:: With 1,3-bis-(diphenylphosphino)propane; caesium carbonate; bis(η3-allyl-μ-chloropalladium(II)); In tetrahydrofuran; acetonitrile; for 27h; sonication;
DOI:10.1021/jo990195x

Reference yield:

: 873-55-2
sodium benzenesulfonate

: 233679-10-2
(2S,5R)-5-[di(benzyloxycarbonyl)(benzyloxycarbonyloxy)methyl]-2-[3'-phenylsulfonyl-N'-(4-methoxybenzyl)succinimid-3'-yl]-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: 84 percent / sodium hydride; 1,3-bis(diphenylphosphino)propane / bis(η³-allyl)di-μ-chlorodipalladium / tetrahydrofuran / 3 h / 0 °C / sonication

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