(2R,4aR,6S,7R,8aS)-8-[1-Chloro-meth-(E)-ylidene]-6,7-dimethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Base Information

Chemical Name:(2R,4aR,6S,7R,8aS)-8-[1-Chloro-meth-(E)-ylidene]-6,7-dimethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine
CAS No.:463300-87-0
Molecular Formula:C₁₆H₁₉ClO₅
Molecular Weight:326.777
Hs Code.:

Synonyms:(2R,4aR,6S,7R,8aS)-8-[1-Chloro-meth-(E)-ylidene]-6,7-dimethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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Chemical Property of (2R,4aR,6S,7R,8aS)-8-[1-Chloro-meth-(E)-ylidene]-6,7-dimethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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Technology Process of (2R,4aR,6S,7R,8aS)-8-[1-Chloro-meth-(E)-ylidene]-6,7-dimethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

There total 1 articles about (2R,4aR,6S,7R,8aS)-8-[1-Chloro-meth-(E)-ylidene]-6,7-dimethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine 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: 83.0%

: 88390-61-8
methyl 4,6-O-benzylidene-2-O-methyl-α-D-arabino-hexopyranosid-3-ulose

: 68089-86-1
chloromethyl(triphenyl)phosphonium iodide

: 463300-87-0
(2R,4aR,6S,7R,8aS)-8-[1-Chloro-meth-(E)-ylidene]-6,7-dimethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -18 ℃;
DOI:10.1016/S0040-4039(02)00302-7

Reference yield: 69.0%

: 463300-87-0
(2R,4aR,6S,7R,8aS)-8-[1-Chloro-meth-(E)-ylidene]-6,7-dimethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: 463300-91-6
C₁₆H₁₉ClO₆

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In 1,2-dichloro-ethane; at 70 ℃;
DOI:10.1016/S0040-4039(02)00302-7

Reference yield:

: 463300-87-0
(2R,4aR,6S,7R,8aS)-8-[1-Chloro-meth-(E)-ylidene]-6,7-dimethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: (2R,4aR,6S,7R,8R,8aS)-8-Azido-6,7-dimethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-8-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 69 percent / m-chloroperbenzoic acid / 1,2-dichloro-ethane / 70 °C

2: 52 percent / NaN₃; 15-crown-5 / dimethylsulfoxide / 80 °C

With sodium azide; 15-crown-5; 3-chloro-benzenecarboperoxoic acid; In dimethyl sulfoxide; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4039(02)00302-7