tetrahydropyran-2-yl 2,3,4,6-tetra-O-benzyl-5-deoxy-5-thio-α-D-glucopyranoside

Base Information

Chemical Name:tetrahydropyran-2-yl 2,3,4,6-tetra-O-benzyl-5-deoxy-5-thio-α-D-glucopyranoside
CAS No.:565462-94-4
Molecular Formula:C₃₉H₄₄O₆S
Molecular Weight:640.841
Hs Code.:

Synonyms:tetrahydropyran-2-yl 2,3,4,6-tetra-O-benzyl-5-deoxy-5-thio-α-D-glucopyranoside

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Chemical Property of tetrahydropyran-2-yl 2,3,4,6-tetra-O-benzyl-5-deoxy-5-thio-α-D-glucopyranoside

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Technology Process of tetrahydropyran-2-yl 2,3,4,6-tetra-O-benzyl-5-deoxy-5-thio-α-D-glucopyranoside

There total 5 articles about tetrahydropyran-2-yl 2,3,4,6-tetra-O-benzyl-5-deoxy-5-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: 88.0%

: 100-39-0
benzyl bromide

: 453524-96-4
tetrahydropyran-2-yl 5-deoxy-5-thio-α-D-glucopyranoside

: 565462-94-4
tetrahydropyran-2-yl 2,3,4,6-tetra-O-benzyl-5-deoxy-5-thio-α-D-glucopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(03)00072-6

Reference yield:

: 137886-82-9
2,3,4,6-Tetra-O-acetyl-5-thio-α-D-glucopyranose

: 565462-94-4
tetrahydropyran-2-yl 2,3,4,6-tetra-O-benzyl-5-deoxy-5-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / p-TsOH / CH₂Cl₂ / 1.5 h / 0 °C

2: 82 percent / NaOMe / methanol / 3.5 h / 20 °C

3: 88 percent / NaH / dimethylformamide / 1 h / 20 °C

With sodium methylate; sodium hydride; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.05.028

Reference yield:

: 453525-11-6
tetrahydropyran-2-yl 2,3,4,6-tetra-O-acetyl-5-deoxy-5-thio-α-D-glucopyranoside

: 565462-94-4
tetrahydropyran-2-yl 2,3,4,6-tetra-O-benzyl-5-deoxy-5-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / NaOMe / methanol / 3.5 h / 20 °C

2: 88 percent / NaH / dimethylformamide / 1 h / 20 °C

With sodium methylate; sodium hydride; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.05.028