methyl 4,6-O-(phenylmethylene)-3-O-<(trifluoromethyl)sulfonyl>-β-D-glucopyranoside

Base Information

• Chemical Name: methyl 4,6-O-(phenylmethylene)-3-O-<(trifluoromethyl)sulfonyl>-β-D-glucopyranoside
• CAS No.: 129217-31-8
• Molecular Formula: C₁₅H₁₇F₃O₈S
• Molecular Weight: 414.356

Synonyms:methyl 4,6-O-(phenylmethylene)-3-O-<(trifluoromethyl)sulfonyl>-β-D-glucopyranoside

Chemical Property of methyl 4,6-O-(phenylmethylene)-3-O-<(trifluoromethyl)sulfonyl>-β-D-glucopyranoside

Chemical Property:

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Technology Process of methyl 4,6-O-(phenylmethylene)-3-O-<(trifluoromethyl)sulfonyl>-β-D-glucopyranoside

There total 1 articles about methyl 4,6-O-(phenylmethylene)-3-O-<(trifluoromethyl)sulfonyl>-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: 64.0%

trifluoromethylsulfonic anhydride (358-23-6) + (2R,4aR,6R,7R,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol (71117-37-8) → methyl 4,6-O-(phenylmethylene)-2-O-<(trifluoromethyl)sulfonyl>-β-D-glucopyranoside (129217-32-9) + methyl 4,6-O-(phenylmethylene)-3-O-<(trifluoromethyl)sulfonyl>-β-D-glucopyranoside (129217-31-8) + Trifluoro-methanesulfonic acid (2R,4aR,6R,7R,8S,8aR)-6-methoxy-2-phenyl-7-trifluoromethanesulfonyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (129263-18-9)

Guidance literature:

With lutidine; In dichloromethane; at -50 - -20 ℃; for 6h;

DOI:10.1021/jo00309a013

Reference yield: 98.0%

methyl 4,6-O-(phenylmethylene)-3-O-<(trifluoromethyl)sulfonyl>-β-D-glucopyranoside (129217-31-8) → Methyl 2,3-anhydro-4,6-O-(phenylmethylene)-β-D-allopyranoside (120408-72-2)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; at 23 ℃; for 2h;

DOI:10.1021/jo00052a058

Reference yield: 89.0%

methyl 4,6-O-(phenylmethylene)-3-O-<(trifluoromethyl)sulfonyl>-β-D-glucopyranoside (129217-31-8) + sodium thiomethoxide (5188-07-8) → Methyl 3-S-methyl-4,6-O-(phenylmethylene)-3-thio-β-D-allopyranoside

Guidance literature:

In N,N-dimethyl-formamide; at -40 ℃;

DOI:10.1021/jo00052a058

upstream raw materials:

trifluoromethylsulfonic anhydride

(2R,4aR,6R,7R,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Downstream raw materials:

methyl 3-azido-3-deoxy-4,6-O-(phenylmethylene)-β-D-allopyranoside

Methyl 2,3-anhydro-4,6-O-(phenylmethylene)-β-D-allopyranoside

methyl 2-O-(benzoylcarbamyl)-4,6-O-(phenylmethylene)-3-O-<(trifluoromethyl)sulfonyl>-β-D-glucopyranoside

Methyl 4,6-O-(phenylmethylene)-β-D-allopyranoside

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