(2R,4aR,5aS,8aS,9S,9aR)-9-(benzyloxy)-5a-methoxy-2-phenylhexahydrofuro[2′,3′:5,6]pyrano[3,2-d][1,3]dioxin-7-(8aH)-one

Base Information

• Chemical Name: (2R,4aR,5aS,8aS,9S,9aR)-9-(benzyloxy)-5a-methoxy-2-phenylhexahydrofuro[2′,3′:5,6]pyrano[3,2-d][1,3]dioxin-7-(8aH)-one
• CAS No.: 1256137-84-4
• Molecular Formula: C₂₃H₂₄O₇
• Molecular Weight: 412.439

Synonyms:(2R,4aR,5aS,8aS,9S,9aR)-9-(benzyloxy)-5a-methoxy-2-phenylhexahydrofuro[2′,3′:5,6]pyrano[3,2-d][1,3]dioxin-7-(8aH)-one

Chemical Property of (2R,4aR,5aS,8aS,9S,9aR)-9-(benzyloxy)-5a-methoxy-2-phenylhexahydrofuro[2′,3′:5,6]pyrano[3,2-d][1,3]dioxin-7-(8aH)-one

Chemical Property:

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Technology Process of (2R,4aR,5aS,8aS,9S,9aR)-9-(benzyloxy)-5a-methoxy-2-phenylhexahydrofuro[2′,3′:5,6]pyrano[3,2-d][1,3]dioxin-7-(8aH)-one

There total 9 articles about (2R,4aR,5aS,8aS,9S,9aR)-9-(benzyloxy)-5a-methoxy-2-phenylhexahydrofuro[2′,3′:5,6]pyrano[3,2-d][1,3]dioxin-7-(8aH)-one 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: 88.0%

(2R,4aR,5aS,8aS,9S,9aS)-9-hydroxy-5a-methoxy-2-phenylhexahydrofuro[2′,3′:5,6]pyrano[3,2-d][1,3]dioxin-7-(8aH)-one + benzyl bromide (100-39-0) → (2R,4aR,5aS,8aS,9S,9aR)-9-(benzyloxy)-5a-methoxy-2-phenylhexahydrofuro[2′,3′:5,6]pyrano[3,2-d][1,3]dioxin-7-(8aH)-one (1256137-84-4)

Guidance literature:

With silver(l) oxide; In dichloromethane; at 40 ℃; Inert atmosphere; Sealed tube; Darkness;

DOI:10.1021/acs.joc.7b01493

Reference yield: 74.0%

2-benzyloxy-1-methylpyridinium triflate (882980-43-0) + (2R,4aR,5aS,8aS,9S,9aS)-9-hydroxy-5a-methoxy-2-phenylhexahydrofuro[2′,3′:5,6]pyrano[3,2-d][1,3]dioxin-7-(8aH)-one → (2R,4aR,5aS,8aS,9S,9aR)-9-(benzyloxy)-5a-methoxy-2-phenylhexahydrofuro[2′,3′:5,6]pyrano[3,2-d][1,3]dioxin-7-(8aH)-one (1256137-84-4)

Guidance literature:

With magnesium oxide; at 80 ℃; Temperature; Inert atmosphere; Microwave irradiation;

DOI:10.1021/acs.joc.7b01493

Reference yield: 57.0%

O-benzyl 2,2,2-trichloroacetimidate (81927-55-1) + (2R,4aR,5aS,8aS,9S,9aS)-9-hydroxy-5a-methoxy-2-phenylhexahydrofuro[2′,3′:5,6]pyrano[3,2-d][1,3]dioxin-7-(8aH)-one → (2R,4aR,5aS,8aS,9S,9aR)-9-(benzyloxy)-5a-methoxy-2-phenylhexahydrofuro[2′,3′:5,6]pyrano[3,2-d][1,3]dioxin-7-(8aH)-one (1256137-84-4)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; at 0 ℃; for 1h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/acs.joc.7b01493

upstream raw materials:

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

methyl 3-O-benzyl-4,6-O-benzylidene-2-O-diazoacetyl-α-D-mannopyranoside

C₂₂H₃₂O₇Si

2-benzyloxy-1-methylpyridinium triflate

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