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

Base Information

Chemical Name:(2R,4aR,6S,7S,8S,8aS)-7-Benzyloxy-6-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol
CAS No.:459810-20-9
Molecular Formula:C₂₈H₃₀O₇
Molecular Weight:478.542
Hs Code.:

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

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

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

There total 7 articles about (2R,4aR,6S,7S,8S,8aS)-7-Benzyloxy-6-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-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: 55.0%

: 100-39-0
benzyl bromide

: 459810-19-6
(2R,4aR,6S,7S,8R,8aS)-6-(4-Methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: 459810-20-9
(2R,4aR,6S,7S,8S,8aS)-7-Benzyloxy-6-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

Guidance literature:: With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane;
DOI:10.1016/S0960-894X(02)00151-8

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 459810-20-9
(2R,4aR,6S,7S,8S,8aS)-7-Benzyloxy-6-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 42 percent / HBF₄ / diethyl ether; dimethylformamide / 24 h

2: 55 percent / aq. NaOH; Bu₄NHSO₄ / CH₂Cl₂

With sodium hydroxide; tetrafluoroboric acid; tetra(n-butyl)ammonium hydrogensulfate; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(02)00151-8

Reference yield:

: 105-13-5
4-Methoxybenzyl alcohol

: 459810-20-9
(2R,4aR,6S,7S,8S,8aS)-7-Benzyloxy-6-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 62 percent / CF₃SO₃Ag; sym-collidine; molecular sieves 4A / CH₂Cl₂ / 15 h / 20 °C

2: NaOMe / methanol / 24 h / 20 °C

3: 42 percent / HBF₄ / diethyl ether; dimethylformamide / 24 h

4: 55 percent / aq. NaOH; Bu₄NHSO₄ / CH₂Cl₂

With 2,4,6-trimethyl-pyridine; sodium hydroxide; tetrafluoroboric acid; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; tetra(n-butyl)ammonium hydrogensulfate; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(02)00151-8