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

Base Information

• Chemical Name: (2R,4aR,6S,7R,8S,8aR)-6-Methoxy-2-phenyl-8-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol
• CAS No.: 273921-02-1
• Molecular Formula: C₂₀H₂₂O₅S
• Molecular Weight: 374.458
• Mol file: 273921-02-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about (2R,4aR,6S,7R,8S,8aR)-6-Methoxy-2-phenyl-8-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-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: 94.0%

thiophenol (108-98-5) + methyl 2,3-anhydro-4,6-O-benzilidene-α-D-mannopyranoside (3150-15-0,3150-16-1,3257-59-8,14187-71-4,15384-57-3,19465-13-5,32976-15-1,52885-37-7,53270-02-3,53270-03-4,65391-11-9,65391-12-0,66537-92-6,67226-04-4,71184-14-0,86420-78-2,86420-79-3,91177-51-4,91177-52-5,117708-93-7,120408-72-2,2880-96-8) → (2R,4aR,6S,7R,8S,8aR)-6-Methoxy-2-phenyl-8-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol (273921-02-1)

Guidance literature:

With N,N,N',N'-tetramethylguanidine; In N,N-dimethyl-formamide; at 80 - 90 ℃; for 3h;

DOI:10.1021/jo991380d

Reference yield: 100.0%

(2R,4aR,6S,7R,8S,8aR)-6-Methoxy-2-phenyl-8-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol (273921-02-1) → (2R,4aR,6S,7R,8S,8aR)-8-Benzenesulfonyl-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol (273921-04-3)

Guidance literature:

With magnesium monoperoxyphthalate hexahydrate; In methanol; at 20 ℃; for 2.5h;

DOI:10.1021/jo991380d

Reference yield: 83.0%

(2R,4aR,6S,7R,8S,8aR)-6-Methoxy-2-phenyl-8-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol (273921-02-1) → C20H22O6S

Guidance literature:

With sodium periodate; In methanol; water; at 20 ℃; diastereoselective reaction;

DOI:10.1002/ejoc.201200637

upstream raw materials:

thiophenol

methyl 2,3-anhydro-4,6-O-benzilidene-α-D-mannopyranoside

Downstream raw materials:

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

methyl 2,3-dideoxy-4,6-O-(phenylmethylene)-3-C-phenylsulfonyl-α-D-erythro-hex-2-enopyranoside

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

methyl 2,3-dideoxy-4,6-O-(phenylmethylene)-3-C-phenylsulfonyl-2-N-pyrrolidino-α-D-glucopyranoside