p-tolyl 2,3,4-tri-O-benzyl-6,7-dideoxy-1-thio-β-D-glucohept-6-enopyranoside

Base Information

Chemical Name:p-tolyl 2,3,4-tri-O-benzyl-6,7-dideoxy-1-thio-β-D-glucohept-6-enopyranoside
CAS No.:1400906-91-3
Molecular Formula:C₃₅H₃₆O₄S
Molecular Weight:552.734
Hs Code.:

Synonyms:p-tolyl 2,3,4-tri-O-benzyl-6,7-dideoxy-1-thio-β-D-glucohept-6-enopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of p-tolyl 2,3,4-tri-O-benzyl-6,7-dideoxy-1-thio-β-D-glucohept-6-enopyranoside

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Technology Process of p-tolyl 2,3,4-tri-O-benzyl-6,7-dideoxy-1-thio-β-D-glucohept-6-enopyranoside

There total 2 articles about p-tolyl 2,3,4-tri-O-benzyl-6,7-dideoxy-1-thio-β-D-glucohept-6-enopyranoside 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:

: 1400906-90-2
(2S,3S,4S,5R,6S)-3,4,5-tris(benzyloxy)-6-(phenylthio)tetrahydro-2H-pyran-2-carbaldehyde

: 1779-49-3
Methyltriphenylphosphonium bromide

: 1400906-91-3
p-tolyl 2,3,4-tri-O-benzyl-6,7-dideoxy-1-thio-β-D-glucohept-6-enopyranoside

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -70 - 0 ℃;
DOI:10.1021/jo300986c

Reference yield:

: 479252-05-6
((2R,3R,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-p-tolylsulfanyl-tetrahydro-pyran-2-yl)-methanol

: 1400906-91-3
p-tolyl 2,3,4-tri-O-benzyl-6,7-dideoxy-1-thio-β-D-glucohept-6-enopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 3 h / 20 °C

2: n-butyllithium / tetrahydrofuran / -70 - 0 °C

With n-butyllithium; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; In tetrahydrofuran; dichloromethane; 2: |Wittig Olefination;
DOI:10.1021/jo300986c

Reference yield: 70.0%

: 1400906-91-3
p-tolyl 2,3,4-tri-O-benzyl-6,7-dideoxy-1-thio-β-D-glucohept-6-enopyranoside

: 1400906-92-4
p-tolyl 2,3,4-tri-O-benzyl-6-deoxy-1-thio-β-D-glucoheptopyranoside

Guidance literature:: With dihydrogen peroxide; 9-bora-bicyclo[3.3.1]nonane; sodium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃;
DOI:10.1021/jo300986c