ethyl 2-O-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:ethyl 2-O-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside
CAS No.:946844-13-9
Molecular Formula:C₃₅H₄₄O₁₀S
Molecular Weight:656.794
Hs Code.:

Synonyms:ethyl 2-O-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

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Chemical Property of ethyl 2-O-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

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Technology Process of ethyl 2-O-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

There total 3 articles about ethyl 2-O-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-1-thio-β-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: 90.0%

: 946844-12-8
ethyl 3,4,6-tri-O-acetyl-2-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

: 946844-13-9
ethyl 2-O-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Guidance literature:: With sodium methylate; In methanol; for 1h; Heating;
DOI:10.1021/ol070720b

Reference yield:

: 858525-75-4
2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

: 946844-13-9
ethyl 2-O-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / molecular sieves 4 Angstroem; TMSOTf / toluene / 16 h / -20 - 20 °C

2: 90 percent / NaOMe / methanol / 1 h / Heating

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; In methanol; toluene;
DOI:10.1021/ol070720b

Reference yield:

: 148926-02-7
2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside

: 946844-13-9
ethyl 2-O-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / Cs₂CO₃ / CH₂Cl₂ / 1 h / 20 °C

2: 65 percent / molecular sieves 4 Angstroem; TMSOTf / toluene / 16 h / -20 - 20 °C

3: 90 percent / NaOMe / methanol / 1 h / Heating

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; caesium carbonate; In methanol; dichloromethane; toluene;
DOI:10.1021/ol070720b