dicyclohexylmethyl 2,3-di-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

Base Information

Chemical Name:dicyclohexylmethyl 2,3-di-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside
CAS No.:197165-04-1
Molecular Formula:C₄₀H₄₆O₇S
Molecular Weight:670.867
Hs Code.:

Synonyms:dicyclohexylmethyl 2,3-di-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

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Chemical Property of dicyclohexylmethyl 2,3-di-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

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Technology Process of dicyclohexylmethyl 2,3-di-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

There total 6 articles about dicyclohexylmethyl 2,3-di-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside 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: 92.0%

: 98-88-4
benzoyl chloride

: 197164-99-1
(2R,4aR,6R,7R,8R,8aS)-6-Dicyclohexylmethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: 197165-04-1
dicyclohexylmethyl 2,3-di-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

Guidance literature:: With dmap; In pyridine; for 18h; Ambient temperature;
DOI:10.1021/jo971233k

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 197165-04-1
dicyclohexylmethyl 2,3-di-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / camphorsulfonic acid / dimethylformamide / 3 h / 57 °C / 20 Torr

2: 92 percent / DMAP / pyridine / 18 h / Ambient temperature

With dmap; camphor-10-sulfonic acid; In pyridine; N,N-dimethyl-formamide;
DOI:10.1021/jo971233k

Reference yield:

: Dicyclohexyl-methanethiol

: 197165-04-1
dicyclohexylmethyl 2,3-di-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 49 percent / TMSOTf / CH₂Cl₂ / 16 h / Ambient temperature

2: 100 percent / NaOMe / CH₂Cl₂; methanol / 3 h

3: 100 percent / camphorsulfonic acid / dimethylformamide / 3 h / 57 °C / 20 Torr

4: 92 percent / DMAP / pyridine / 18 h / Ambient temperature

With dmap; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; sodium methylate; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo971233k