(2R,4aR,5aS,8aS,9S,9aR)-5a-methoxy-7-oxo-2-phenyloctahydrofuro[2',3':5,6]pyrano[3,2-d][1,3]dioxin-9-yl acetate

Base Information

Chemical Name:(2R,4aR,5aS,8aS,9S,9aR)-5a-methoxy-7-oxo-2-phenyloctahydrofuro[2',3':5,6]pyrano[3,2-d][1,3]dioxin-9-yl acetate
CAS No.:1423010-15-4
Molecular Formula:C₁₈H₂₀O₈
Molecular Weight:364.352
Hs Code.:

Synonyms:(2R,4aR,5aS,8aS,9S,9aR)-5a-methoxy-7-oxo-2-phenyloctahydrofuro[2',3':5,6]pyrano[3,2-d][1,3]dioxin-9-yl acetate

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Chemical Property of (2R,4aR,5aS,8aS,9S,9aR)-5a-methoxy-7-oxo-2-phenyloctahydrofuro[2',3':5,6]pyrano[3,2-d][1,3]dioxin-9-yl acetate

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Technology Process of (2R,4aR,5aS,8aS,9S,9aR)-5a-methoxy-7-oxo-2-phenyloctahydrofuro[2',3':5,6]pyrano[3,2-d][1,3]dioxin-9-yl acetate

There total 5 articles about (2R,4aR,5aS,8aS,9S,9aR)-5a-methoxy-7-oxo-2-phenyloctahydrofuro[2',3':5,6]pyrano[3,2-d][1,3]dioxin-9-yl acetate 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: 90.0%

: 1353896-04-4
methyl 4,6-O-benzylidene-2-O-diazoacetyl-3-O-acetyl-α-D-mannopyranoside

: 1423010-15-4
(2R,4aR,5aS,8aS,9S,9aR)-5a-methoxy-7-oxo-2-phenyloctahydrofuro[2',3':5,6]pyrano[3,2-d][1,3]dioxin-9-yl acetate

Guidance literature:: With dirhodium tetraacetate; In 1,2-dichloro-ethane; Concentration; Molecular sieve; Reflux; Inert atmosphere;
DOI:10.1055/s-0032-1317013

Reference yield:

: C₁₈H₂₁BrO₈

: 1423010-15-4
(2R,4aR,5aS,8aS,9S,9aR)-5a-methoxy-7-oxo-2-phenyloctahydrofuro[2',3':5,6]pyrano[3,2-d][1,3]dioxin-9-yl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: N,N'-ditosylhydrazine; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0 °C / Inert atmosphere

2: dirhodium tetraacetate / 1,2-dichloro-ethane / Molecular sieve; Reflux; Inert atmosphere

With dirhodium tetraacetate; N,N'-ditosylhydrazine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; 1,2-dichloro-ethane;
DOI:10.1055/s-0032-1317013

Reference yield:

: 2872-56-2,18031-57-7,20750-03-2,37180-50-0,37180-54-4,87924-30-9,96779-62-3,104321-10-0,141611-59-8,144607-25-0,144607-28-3,150654-17-4,130464-35-6
3-O-acetyl-(4,6-O-benzylidene)methyl-α-D-mannopyranoside

: 1423010-15-4
(2R,4aR,5aS,8aS,9S,9aR)-5a-methoxy-7-oxo-2-phenyloctahydrofuro[2',3':5,6]pyrano[3,2-d][1,3]dioxin-9-yl acetate

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / chloroform / 2 h / 0 °C / Inert atmosphere

2: N,N'-ditosylhydrazine; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0 °C / Inert atmosphere

3: dirhodium tetraacetate / 1,2-dichloro-ethane / Molecular sieve; Reflux; Inert atmosphere

With pyridine; dirhodium tetraacetate; N,N'-ditosylhydrazine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; chloroform; 1,2-dichloro-ethane;
DOI:10.1055/s-0032-1317013