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

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Chemical Name:ethyl 2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside
CAS No.:173676-17-0
Molecular Formula:C₄₈H₅₆O₁₃S
Molecular Weight:873.031
Hs Code.:

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

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

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

There total 4 articles about ethyl 2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-benzyl-α-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: 100.0%

: 108-24-7
acetic anhydride

: 173676-15-8
(2S,3R,4S,5R,6R)-2-Ethylsulfanyl-6-hydroxymethyl-4-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3,5-diol

: 173676-17-0
ethyl 2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Guidance literature:: With pyridine; Ambient temperature;
DOI:10.1016/0008-6215(95)00231-X

Reference yield:

: 74666-83-4,105990-37-2,125354-46-3,125354-47-4,125411-99-6,108739-67-9
1-deoxy-1-(S-ethyl)-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

: 173676-17-0
ethyl 2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 64 percent / CuBr₂, Bu₄NBr, 4A molecular sieves / 1,2-dichloro-ethane; dimethylformamide / 72 h / 24 °C

2: 43.8 percent / BF₃*Et₂O / CH₂Cl₂ / 4 h / 0 - 5 °C

3: 100 percent / pyridine / Ambient temperature

With pyridine; 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutylammomium bromide; copper(ll) bromide; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(95)00231-X

Reference yield:

: 64694-21-9
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1→3)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranoside

: 173676-17-0
ethyl 2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 43.8 percent / BF₃*Et₂O / CH₂Cl₂ / 4 h / 0 - 5 °C

2: 100 percent / pyridine / Ambient temperature

With pyridine; boron trifluoride diethyl etherate; In dichloromethane;
DOI:10.1016/0008-6215(95)00231-X