6-(5-cholesten-3β-yloxy)hexyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4-O-benzoyl-6-bromo-6-deoxy-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:6-(5-cholesten-3β-yloxy)hexyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4-O-benzoyl-6-bromo-6-deoxy-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside
CAS No.:87171-74-2
Molecular Formula:C₆₂H₉₁BrO₁₆S
Molecular Weight:1204.36
Hs Code.:

6-(5-cholesten-3β-yloxy)hexyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4-O-benzoyl-6-bromo-6-deoxy-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside

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Chemical Property of 6-(5-cholesten-3β-yloxy)hexyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4-O-benzoyl-6-bromo-6-deoxy-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside

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Technology Process of 6-(5-cholesten-3β-yloxy)hexyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4-O-benzoyl-6-bromo-6-deoxy-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside

There total 5 articles about 6-(5-cholesten-3β-yloxy)hexyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4-O-benzoyl-6-bromo-6-deoxy-β-D-galactopyranosyl)-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: 45.0%

: 68354-86-9
6-(5-cholesten-3β-yloxy)-1-iodohexane

: 87171-73-1
2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4-O-benzoyl-6-bromo-6-deoxy-β-D-galactopyranosyl)-1-thio-β-D-glucopyranose

: 87171-74-2
6-(5-cholesten-3β-yloxy)hexyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4-O-benzoyl-6-bromo-6-deoxy-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside

Guidance literature:: With triethylamine; In dichloromethane; for 12h; Ambient temperature;
DOI:10.1016/0008-6215(83)88034-3

Reference yield:

: 68115-82-2
benzyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D--galacto-pyranosyl)-β-D-glucopyranoside

: 87171-74-2
6-(5-cholesten-3β-yloxy)hexyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4-O-benzoyl-6-bromo-6-deoxy-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: NBS, BaCO₃ / CCl₄; various solvent(s) / 3.5 h / Heating

2: 79 percent / Pyridine / pyridine

3: HBr / CH₂Cl₂; acetic acid / 1.5 h / 0 - 5 °C

4: thiourea, K₂S₂O₅ / 1.)Thiourea, acetone reflux for 10 h.2.)K₂S₂O₅, chloroform-water, reflux for 2 h.

5: 45 percent / Et₃N / CH₂Cl₂ / 12 h / Ambient temperature

With pyridine; potassium disulphite; N-Bromosuccinimide; hydrogen bromide; triethylamine; thiourea; barium carbonate; In pyridine; tetrachloromethane; dichloromethane; acetic acid;
DOI:10.1016/0008-6215(83)88034-3

Reference yield:

: 87171-72-0
Benzoic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-2-bromomethyl-6-((2R,3R,4S,5R,6R)-4,5-diacetoxy-2-acetoxymethyl-6-bromo-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

: 87171-74-2
6-(5-cholesten-3β-yloxy)hexyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4-O-benzoyl-6-bromo-6-deoxy-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: thiourea, K₂S₂O₅ / 1.)Thiourea, acetone reflux for 10 h.2.)K₂S₂O₅, chloroform-water, reflux for 2 h.

2: 45 percent / Et₃N / CH₂Cl₂ / 12 h / Ambient temperature

With potassium disulphite; triethylamine; thiourea; In dichloromethane;
DOI:10.1016/0008-6215(83)88034-3