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

Base Information

Chemical Name:(2R,4aR,6S,7R,8S,8aR)-7-Benzyloxy-6-methoxy-8-(4-methoxy-benzyloxy)-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxine
CAS No.:162583-82-6
Molecular Formula:C₃₀H₃₄O₈
Molecular Weight:522.595
Hs Code.:

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

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

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

There total 5 articles about (2R,4aR,6S,7R,8S,8aR)-7-Benzyloxy-6-methoxy-8-(4-methoxy-benzyloxy)-2-(4-methoxy-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: 87.0%

: 824-94-2
p-methoxybenzyl chloride

: 162583-81-5
methyl 2-O-benzyl-4,6-O-(p-methoxybenzylidene)-α-D-glucopyranoside

: 162583-82-6
(2R,4aR,6S,7R,8S,8aR)-7-Benzyloxy-6-methoxy-8-(4-methoxy-benzyloxy)-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1021/ja00116a046

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 162583-82-6
(2R,4aR,6S,7R,8S,8aR)-7-Benzyloxy-6-methoxy-8-(4-methoxy-benzyloxy)-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / p-toluenesulfonic acid / dimethylformamide / 70 °C

2: 1.) n-Bu₂SnO, n-Bu₄NI, 4A molecular sieves / 1.) CH₃CN, reflux, 2 h, 2.) CH₃CN, reflux, 16 h

3: 87 percent / NaH / dimethylformamide / Ambient temperature

With 4 A molecular sieve; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; In N,N-dimethyl-formamide;
DOI:10.1021/ja00116a046

Reference yield:

: 100-39-0
benzyl bromide

: 162583-82-6
(2R,4aR,6S,7R,8S,8aR)-7-Benzyloxy-6-methoxy-8-(4-methoxy-benzyloxy)-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) n-Bu₂SnO, n-Bu₄NI, 4A molecular sieves / 1.) CH₃CN, reflux, 2 h, 2.) CH₃CN, reflux, 16 h

2: 87 percent / NaH / dimethylformamide / Ambient temperature

With 4 A molecular sieve; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; In N,N-dimethyl-formamide;
DOI:10.1021/ja00116a046