(4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-7-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

Base Information

• Chemical Name: (4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-7-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol
• CAS No.: 34266-66-5
• Molecular Formula: C₂₀H₂₂O₅S
• Molecular Weight: 374.458

Synonyms:(4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-7-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

Chemical Property of (4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-7-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

Chemical Property:

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Technology Process of (4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-7-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

There total 2 articles about (4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-7-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol 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: 78.0%

methyl 2,3-anhydro-4,6-O-benzylidene-α-D-allopyranoside (3150-15-0) + thiophenol (108-98-5) → (4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-7-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol (34266-66-5)

Guidance literature:

With N,N,N',N'-tetramethylguanidine; In N,N-dimethyl-formamide; at 90 - 120 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201000941

Reference yield:

→ (4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-7-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol (34266-66-5)

Guidance literature:

1, Na-thiophenolat;

DOI:10.1016/S0008-6215(00)81177-5

Reference yield: 72.0%

(4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-7-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol (34266-66-5) + benzyl bromide (100-39-0) → C27H28O5S (1262390-57-7)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201000941

upstream raw materials:

methyl 2,3-anhydro-4,6-O-benzylidene-α-D-allopyranoside

thiophenol

Downstream raw materials:

C₂₇H₂₈O₅S

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