phenyl 2-deoxy-2-iodo-3,4:6,7-di-O-isopropylidene-1-thio-D-glycero-α-D-taloheptopyranoside

Base Information

Chemical Name:phenyl 2-deoxy-2-iodo-3,4:6,7-di-O-isopropylidene-1-thio-D-glycero-α-D-taloheptopyranoside
CAS No.:871948-18-4
Molecular Formula:C₁₉H₂₅IO₅S
Molecular Weight:492.375
Hs Code.:

Synonyms:phenyl 2-deoxy-2-iodo-3,4:6,7-di-O-isopropylidene-1-thio-D-glycero-α-D-taloheptopyranoside

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Chemical Property of phenyl 2-deoxy-2-iodo-3,4:6,7-di-O-isopropylidene-1-thio-D-glycero-α-D-taloheptopyranoside

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Technology Process of phenyl 2-deoxy-2-iodo-3,4:6,7-di-O-isopropylidene-1-thio-D-glycero-α-D-taloheptopyranoside

There total 5 articles about phenyl 2-deoxy-2-iodo-3,4:6,7-di-O-isopropylidene-1-thio-D-glycero-α-D-taloheptopyranoside 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: 97.0%

: 871948-11-7
(E)-3,4:6,7-di-O-isopropylidene-1,2-dideoxy-1-phenylsulfanyl-D-manno-hept-1-enitol

: 871948-18-4
phenyl 2-deoxy-2-iodo-3,4:6,7-di-O-isopropylidene-1-thio-D-glycero-α-D-taloheptopyranoside

Guidance literature:: With iodonium di(2,4,6-trimethylpyridine) perchlorate; In acetonitrile; at -45 - -30 ℃; for 2h;
DOI:10.1021/jo051461b

Reference yield: 41.0%

: 3,4:6,7-di-O-isopropylidene-1,2-dideoxy-1-phenylsulfanyl-D-manno-hept-1-enitol

: 871948-18-4
phenyl 2-deoxy-2-iodo-3,4:6,7-di-O-isopropylidene-1-thio-D-glycero-α-D-taloheptopyranoside

: phenyl 2-deoxy-2-iodo-3,4:6,7-di-O-isopropylidene-1-thio-D-glycero-β-D-taloheptopyranoside

Guidance literature:: With iodonium di(2,4,6-trimethylpyridine) perchlorate; In acetonitrile; at -30 - 20 ℃; for 3.5h;
DOI:10.1021/jo051461b

Reference yield:

: 7757-38-2,14131-84-1,23262-78-4,27108-13-0,33823-04-0,34685-42-2,57819-52-0,78039-08-4,78039-12-0,78964-16-6,94842-76-9,149342-31-4
2,3,5,6-di-O-isopropylidene-D-mannofuranose

: 871948-18-4
phenyl 2-deoxy-2-iodo-3,4:6,7-di-O-isopropylidene-1-thio-D-glycero-α-D-taloheptopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: base

2: 97 percent / iodonium dicollidine perchlorate / acetonitrile / 2 h / -45 - -30 °C

With iodonium di(2,4,6-trimethylpyridine) perchlorate; In acetonitrile; 1: Wadsworth-Emmons reaction;
DOI:10.1021/jo051461b