(2R,3S,5S,6S)-3,5-Dihydroxy-2-hydroxymethyl-6-((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-one

Base Information

Chemical Name:(2R,3S,5S,6S)-3,5-Dihydroxy-2-hydroxymethyl-6-((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-one
CAS No.:273409-00-0
Molecular Formula:C₁₂H₂₀O₁₁
Molecular Weight:340.284
Hs Code.:

(2R,3S,5S,6S)-3,5-Dihydroxy-2-hydroxymethyl-6-((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-one

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Chemical Property of (2R,3S,5S,6S)-3,5-Dihydroxy-2-hydroxymethyl-6-((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-one

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Technology Process of (2R,3S,5S,6S)-3,5-Dihydroxy-2-hydroxymethyl-6-((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-one

There total 2 articles about (2R,3S,5S,6S)-3,5-Dihydroxy-2-hydroxymethyl-6-((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-one 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:

: 273408-96-1
(2R,3S,5S,6S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-one

: 273409-00-0
(2R,3S,5S,6S)-3,5-Dihydroxy-2-hydroxymethyl-6-((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-one

Guidance literature:: With hydrogen; palladium hydroxide - carbon; In methanol; chloroform; for 2h;
DOI:10.1021/jo991556b

Reference yield:

: 183954-77-0
2,4,6-tri-O-benzyl-β-D-galactopyranosyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside

: 273409-00-0
(2R,3S,5S,6S)-3,5-Dihydroxy-2-hydroxymethyl-6-((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-one

Guidance literature:: Multi-step reaction with 2 steps

1: 410 mg / oxalyl chloride; DMSO / CH₂Cl₂ / 1 h / -78 °C

2: H₂ / Pd(OH)2-C / methanol; CHCl₃ / 2 h

With oxalyl dichloride; hydrogen; dimethyl sulfoxide; palladium hydroxide - carbon; In methanol; dichloromethane; chloroform; 1: Swern oxidation / 2: Hydrogenolysis;
DOI:10.1021/jo991556b