(1R,5R,6RS,8R)-6-cyano-3,3-dimethyl-6-phenyl-8-(t-butyldiphenylsilyloxymethyl)-2,4,7-trioxabicyclo[3.3.0]octane

Base Information

Chemical Name:(1R,5R,6RS,8R)-6-cyano-3,3-dimethyl-6-phenyl-8-(t-butyldiphenylsilyloxymethyl)-2,4,7-trioxabicyclo[3.3.0]octane
CAS No.:1418182-89-4
Molecular Formula:C₃₁H₃₅NO₄Si
Molecular Weight:513.709
Hs Code.:

Synonyms:(1R,5R,6RS,8R)-6-cyano-3,3-dimethyl-6-phenyl-8-(t-butyldiphenylsilyloxymethyl)-2,4,7-trioxabicyclo[3.3.0]octane

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Chemical Property of (1R,5R,6RS,8R)-6-cyano-3,3-dimethyl-6-phenyl-8-(t-butyldiphenylsilyloxymethyl)-2,4,7-trioxabicyclo[3.3.0]octane

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Technology Process of (1R,5R,6RS,8R)-6-cyano-3,3-dimethyl-6-phenyl-8-(t-butyldiphenylsilyloxymethyl)-2,4,7-trioxabicyclo[3.3.0]octane

There total 1 articles about (1R,5R,6RS,8R)-6-cyano-3,3-dimethyl-6-phenyl-8-(t-butyldiphenylsilyloxymethyl)-2,4,7-trioxabicyclo[3.3.0]octane 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:

: 7677-24-9
trimethylsilyl cyanide

: 174590-90-0
5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-1-phenyl-D-ribofuranose

: 1418182-89-4
(1R,5R,6RS,8R)-6-cyano-3,3-dimethyl-6-phenyl-8-(t-butyldiphenylsilyloxymethyl)-2,4,7-trioxabicyclo[3.3.0]octane

Guidance literature:: With zinc dibromide; In nitromethane; for 2h;
DOI:10.1016/j.tet.2012.11.016

Reference yield: 90.0%

: 1418182-89-4
(1R,5R,6RS,8R)-6-cyano-3,3-dimethyl-6-phenyl-8-(t-butyldiphenylsilyloxymethyl)-2,4,7-trioxabicyclo[3.3.0]octane

: (1R,5R,6RS,8R)-6-aminomethyl-3,3-dimethyl-8-hydroxymethyl-6-phenyl-2,4,7-trioxabicyclo[3.3.0]octane

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; for 2h; Reflux;
DOI:10.1016/j.tet.2012.11.016

Reference yield:

: 1418182-89-4
(1R,5R,6RS,8R)-6-cyano-3,3-dimethyl-6-phenyl-8-(t-butyldiphenylsilyloxymethyl)-2,4,7-trioxabicyclo[3.3.0]octane

: C₂₄H₃₆N₂O₇Si

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / Reflux

2.1: triethylamine; silver nitrate / benzene / 1 h

2.2: 3 h

With lithium aluminium tetrahydride; silver nitrate; triethylamine; In tetrahydrofuran; benzene;
DOI:10.1016/j.tet.2012.11.016