(2S,3R,4S,5S,6R)-2-((2R,4aR,6S,7R,8aS)-8-Hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Base Information

• Chemical Name: (2S,3R,4S,5S,6R)-2-((2R,4aR,6S,7R,8aS)-8-Hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
• CAS No.: 47685-07-4
• Molecular Formula: C₂₀H₂₈O₁₁
• Molecular Weight: 444.436
• Mol file: 47685-07-4.mol

Synonyms:

Chemical Property of (2S,3R,4S,5S,6R)-2-((2R,4aR,6S,7R,8aS)-8-Hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,4S,5S,6R)-2-((2R,4aR,6S,7R,8aS)-8-Hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

There total 7 articles about (2S,3R,4S,5S,6R)-2-((2R,4aR,6S,7R,8aS)-8-Hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 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:

methyl 4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-ribo-hexapyranosyl-3-uloside (38872-60-5,52681-65-9) → (2S,3R,4S,5S,6R)-2-((2R,4aR,6S,7R,8aS)-8-Hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (47685-07-4,72489-06-6,84730-88-1)

Guidance literature:

With sodium tetrahydroborate; In ethanol; water; for 24h; Ambient temperature;

Reference yield:

C50H46O16 (119645-02-2) → (2S,3R,4S,5S,6R)-2-((4aR,6S,7R,8S,8aS)-8-Hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (47685-07-4)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1039/P19880002729

Reference yield:

2,3,4,6-tetra-O-benzoylglucosyl bromide (14218-11-2) → (2S,3R,4S,5S,6R)-2-((4aR,6S,7R,8S,8aS)-8-Hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (47685-07-4)

Guidance literature:

Multi-step reaction with 2 steps

1: silver trifluoromethanesulphonate, molecular sieves / nitromethane; toluene / 0.25 h / -25 °C

2: 0.1M sodium methoxide / methanol

With molecular sieve; sodium methylate; silver trifluoromethanesulfonate; In methanol; nitromethane; toluene;

DOI:10.1039/P19880002729

upstream raw materials:

methyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→2)-4,6-O-benzylidene-α-D-glucopyranoside

methyl-alpha-D-glucopyranoside

4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside

C₅₀H₄₆O₁₆