[(2S,3S,4aR,5S,6S,7S,8S,8aR)-5,8-Bis-benzyloxy-2,3-dimethoxy-7-(4-methoxy-benzyloxy)-2,3-dimethyl-octahydro-benzo[1,4]dioxin-6-yloxy]-acetonitrile

Base Information

Chemical Name:[(2S,3S,4aR,5S,6S,7S,8S,8aR)-5,8-Bis-benzyloxy-2,3-dimethoxy-7-(4-methoxy-benzyloxy)-2,3-dimethyl-octahydro-benzo[1,4]dioxin-6-yloxy]-acetonitrile
CAS No.:288861-52-9
Molecular Formula:C₃₆H₄₃NO₉
Molecular Weight:633.739
Hs Code.:

Synonyms:[(2S,3S,4aR,5S,6S,7S,8S,8aR)-5,8-Bis-benzyloxy-2,3-dimethoxy-7-(4-methoxy-benzyloxy)-2,3-dimethyl-octahydro-benzo[1,4]dioxin-6-yloxy]-acetonitrile

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Chemical Property of [(2S,3S,4aR,5S,6S,7S,8S,8aR)-5,8-Bis-benzyloxy-2,3-dimethoxy-7-(4-methoxy-benzyloxy)-2,3-dimethyl-octahydro-benzo[1,4]dioxin-6-yloxy]-acetonitrile

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Technology Process of [(2S,3S,4aR,5S,6S,7S,8S,8aR)-5,8-Bis-benzyloxy-2,3-dimethoxy-7-(4-methoxy-benzyloxy)-2,3-dimethyl-octahydro-benzo[1,4]dioxin-6-yloxy]-acetonitrile

There total 3 articles about [(2S,3S,4aR,5S,6S,7S,8S,8aR)-5,8-Bis-benzyloxy-2,3-dimethoxy-7-(4-methoxy-benzyloxy)-2,3-dimethyl-octahydro-benzo[1,4]dioxin-6-yloxy]-acetonitrile 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%

: 288861-51-8
(2S,3S,4aR,5S,6S,7R,8S,8aR)-5,8-Bis-benzyloxy-2,3-dimethoxy-7-(4-methoxy-benzyloxy)-2,3-dimethyl-octahydro-benzo[1,4]dioxin-6-ol

: 590-17-0
cyanomethyl bromide

: 288861-52-9
[(2S,3S,4aR,5S,6S,7S,8S,8aR)-5,8-Bis-benzyloxy-2,3-dimethoxy-7-(4-methoxy-benzyloxy)-2,3-dimethyl-octahydro-benzo[1,4]dioxin-6-yloxy]-acetonitrile

Guidance literature:: With sodium hydride; In acetonitrile; at -20 - 20 ℃; for 21h;
DOI:10.1039/b002312o

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 288861-52-9
[(2S,3S,4aR,5S,6S,7S,8S,8aR)-5,8-Bis-benzyloxy-2,3-dimethoxy-7-(4-methoxy-benzyloxy)-2,3-dimethyl-octahydro-benzo[1,4]dioxin-6-yloxy]-acetonitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: Bu₂SnO; molecular sieves 4 Angstroem / methanol / 16 h / Heating

1.2: 84 percent / CsF / dimethylformamide / 5 h / 50 °C

2.1: 83 percent / NaH / acetonitrile / 21 h / -20 - 20 °C

With 4 A molecular sieve; sodium hydride; di(n-butyl)tin oxide; In methanol; acetonitrile; 1.1: Cyclization / 1.2: Ring cleavage / 2.1: Alkylation;
DOI:10.1039/b002312o

Reference yield:

: 221462-15-3
(2'S,3'S)-1D-3,6-di-O-benzyl-4,5-O-(2',3'-dimethoxybutane-2',3'-diyl)-myo-inositol

: 288861-52-9
[(2S,3S,4aR,5S,6S,7S,8S,8aR)-5,8-Bis-benzyloxy-2,3-dimethoxy-7-(4-methoxy-benzyloxy)-2,3-dimethyl-octahydro-benzo[1,4]dioxin-6-yloxy]-acetonitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: Bu₂SnO; molecular sieves 4 Angstroem / methanol / 16 h / Heating

1.2: 84 percent / CsF / dimethylformamide / 5 h / 50 °C

2.1: 83 percent / NaH / acetonitrile / 21 h / -20 - 20 °C

With 4 A molecular sieve; sodium hydride; di(n-butyl)tin oxide; In methanol; acetonitrile; 1.1: Cyclization / 1.2: Ring cleavage / 2.1: Alkylation;
DOI:10.1039/b002312o