(2R,4aR,6S,7S,8S,8aR)-7-Allyl-7,8-bis-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Base Information

Chemical Name:(2R,4aR,6S,7S,8S,8aR)-7-Allyl-7,8-bis-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine
CAS No.:304671-83-8
Molecular Formula:C₃₁H₃₄O₆
Molecular Weight:502.607
Hs Code.:

Synonyms:(2R,4aR,6S,7S,8S,8aR)-7-Allyl-7,8-bis-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,4aR,6S,7S,8S,8aR)-7-Allyl-7,8-bis-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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Technology Process of (2R,4aR,6S,7S,8S,8aR)-7-Allyl-7,8-bis-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

There total 3 articles about (2R,4aR,6S,7S,8S,8aR)-7-Allyl-7,8-bis-benzyloxy-6-methoxy-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: 97.0%

: 100-39-0
benzyl bromide

: 304671-80-5
(2R,4aR,6S,7S,8S,8aR)-7-Allyl-8-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 304671-83-8
(2R,4aR,6S,7S,8S,8aR)-7-Allyl-7,8-bis-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.3987/com-00-8987

Reference yield:

: 130983-50-5
methyl 3-O-benzyl-4,6-O-benzylidene-α-D-arabino-hexopyranosid-2-ulose

: 304671-83-8
(2R,4aR,6S,7S,8S,8aR)-7-Allyl-7,8-bis-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 2 steps

1: diethyl ether; CH₂Cl₂ / -78 °C

2: 97 percent / NaH; n-Bu₄NI / dimethylformamide / 0 - 20 °C

With tetra-(n-butyl)ammonium iodide; sodium hydride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.3987/com-00-8987

Reference yield:

: 76419-48-2
methyl 4,6-O-benzylidene-3-O-benzyl-α-D-glucopyranoside

: 304671-83-8
(2R,4aR,6S,7S,8S,8aR)-7-Allyl-7,8-bis-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

2: diethyl ether; CH₂Cl₂ / -78 °C

3: 97 percent / NaH; n-Bu₄NI / dimethylformamide / 0 - 20 °C

With oxalyl dichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; triethylamine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; 1: Swern oxidation;
DOI:10.3987/com-00-8987