Methanesulfonic acid (2R,4aR,6S,7R,8S,8aR)-7-methanesulfonyloxy-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Base Information

• Chemical Name: Methanesulfonic acid (2R,4aR,6S,7R,8S,8aR)-7-methanesulfonyloxy-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester
• CAS No.: 733751-96-7
• Molecular Formula: C₂₁H₂₄O₁₀S₂
• Molecular Weight: 500.548

Synonyms:Methanesulfonic acid (2R,4aR,6S,7R,8S,8aR)-7-methanesulfonyloxy-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Chemical Property of Methanesulfonic acid (2R,4aR,6S,7R,8S,8aR)-7-methanesulfonyloxy-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Chemical Property:

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Technology Process of Methanesulfonic acid (2R,4aR,6S,7R,8S,8aR)-7-methanesulfonyloxy-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

There total 3 articles about Methanesulfonic acid (2R,4aR,6S,7R,8S,8aR)-7-methanesulfonyloxy-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 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: 85.0%

methanesulfonyl chloride (124-63-0) + phenyl 4,6-O-benzylidene-β-D-glucopyranoside (22887-10-1,42821-94-3,54502-82-8,57783-84-3,61169-05-9,61169-06-0,61221-61-2,75829-66-2,111137-95-2,117677-62-0) → Methanesulfonic acid (2R,4aR,6S,7R,8S,8aR)-7-methanesulfonyloxy-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (733751-96-7)

Guidance literature:

With pyridine; at 0 - 20 ℃; for 2h;

DOI:10.1016/S0008-6215(01)00181-1

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) → Methanesulfonic acid (2R,4aR,6S,7R,8S,8aR)-7-methanesulfonyloxy-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (733751-96-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / camphorsulfonic acid / acetonitrile / 12 h / 20 °C

2: 85 percent / pyridine / 2 h / 0 - 20 °C

With pyridine; camphor-10-sulfonic acid; In acetonitrile;

DOI:10.1016/S0008-6215(01)00181-1

Reference yield:

phenyl-β-D-glucopyranoside (1464-44-4) → Methanesulfonic acid (2R,4aR,6S,7R,8S,8aR)-7-methanesulfonyloxy-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (733751-96-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / camphorsulfonic acid / acetonitrile / 12 h / 20 °C

2: 85 percent / pyridine / 2 h / 0 - 20 °C

With pyridine; camphor-10-sulfonic acid; In acetonitrile;

DOI:10.1016/S0008-6215(01)00181-1

upstream raw materials:

methanesulfonyl chloride

phenyl 4,6-O-benzylidene-β-D-glucopyranoside

benzaldehyde dimethyl acetal

phenyl-β-D-glucopyranoside

Downstream raw materials:

(4aR,6S,8aS)-2-(4-methoxyphenyl)-6-phenoxy-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxine

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