1,2;3,4-di-O-isopropylidene-6-thio-(3',4',6'-tri-O-benzyl-2'-C-acetylmethyl-2'-deoxy-β-D-glucopyranosyl)-α-D-galactopyranoside

Base Information

Chemical Name:1,2;3,4-di-O-isopropylidene-6-thio-(3',4',6'-tri-O-benzyl-2'-C-acetylmethyl-2'-deoxy-β-D-glucopyranosyl)-α-D-galactopyranoside
CAS No.:1201897-32-6
Molecular Formula:C₄₂H₅₂O₁₀S
Molecular Weight:748.935
Hs Code.:

Synonyms:1,2;3,4-di-O-isopropylidene-6-thio-(3',4',6'-tri-O-benzyl-2'-C-acetylmethyl-2'-deoxy-β-D-glucopyranosyl)-α-D-galactopyranoside

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Chemical Property of 1,2;3,4-di-O-isopropylidene-6-thio-(3',4',6'-tri-O-benzyl-2'-C-acetylmethyl-2'-deoxy-β-D-glucopyranosyl)-α-D-galactopyranoside

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Technology Process of 1,2;3,4-di-O-isopropylidene-6-thio-(3',4',6'-tri-O-benzyl-2'-C-acetylmethyl-2'-deoxy-β-D-glucopyranosyl)-α-D-galactopyranoside

There total 4 articles about 1,2;3,4-di-O-isopropylidene-6-thio-(3',4',6'-tri-O-benzyl-2'-C-acetylmethyl-2'-deoxy-β-D-glucopyranosyl)-α-D-galactopyranoside 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: 93.0%

: 16714-07-1
1,2:3,4-di-O-isopropylidene-6-mercapto-6-deoxy-α-D-galactopyranose

: 857419-75-1
1-C-acetyl-3,4,6-tri-O-benzyl-1,2-cyclopropane-1,2-deoxy-α-D-glucopyranose

: 1201897-32-6
1,2;3,4-di-O-isopropylidene-6-thio-(3',4',6'-tri-O-benzyl-2'-C-acetylmethyl-2'-deoxy-β-D-glucopyranosyl)-α-D-galactopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -20 - 20 ℃; Inert atmosphere; Molecular sieve;
DOI:10.1021/jo1016579

Reference yield:

: 767340-70-5
1-(3',4',6'-tri-O-benzyl-α-D-mannopyranosyl)prop-2-ene

: 1201897-32-6
1,2;3,4-di-O-isopropylidene-6-thio-(3',4',6'-tri-O-benzyl-2'-C-acetylmethyl-2'-deoxy-β-D-glucopyranosyl)-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / dichloromethane / 20 °C

2: Jones reagent; mercury(II) diacetate / water; acetone / 6 h / 0 °C

3: potassium carbonate / methanol / 20 °C

4: boron trifluoride diethyl etherate / dichloromethane / -20 - 20 °C / Inert atmosphere; Molecular sieve

With pyridine; Jones reagent; boron trifluoride diethyl etherate; mercury(II) diacetate; potassium carbonate; In methanol; dichloromethane; water; acetone;
DOI:10.1021/jo1016579

Reference yield:

: 857419-61-5
3-C-(3',4',6'-tri-O-benzyl-2'-O-tosyl-α-D-mannopyranosyl)-propene

: 1201897-32-6
1,2;3,4-di-O-isopropylidene-6-thio-(3',4',6'-tri-O-benzyl-2'-C-acetylmethyl-2'-deoxy-β-D-glucopyranosyl)-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: Jones reagent; mercury(II) diacetate / water; acetone / 6 h / 0 °C

2: potassium carbonate / methanol / 20 °C

3: boron trifluoride diethyl etherate / dichloromethane / -20 - 20 °C / Inert atmosphere; Molecular sieve

With Jones reagent; boron trifluoride diethyl etherate; mercury(II) diacetate; potassium carbonate; In methanol; dichloromethane; water; acetone;
DOI:10.1021/jo1016579