(2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-2-cyanotetrahydrofuran-3-yl acetate

Base Information

Chemical Name:(2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-2-cyanotetrahydrofuran-3-yl acetate
CAS No.:1345023-89-3
Molecular Formula:C₂₄H₂₉NO₄Si
Molecular Weight:423.584
Hs Code.:

Synonyms:(2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-2-cyanotetrahydrofuran-3-yl acetate

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Chemical Property of (2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-2-cyanotetrahydrofuran-3-yl acetate

Chemical Property:

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Technology Process of (2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-2-cyanotetrahydrofuran-3-yl acetate

There total 3 articles about (2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-2-cyanotetrahydrofuran-3-yl acetate 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: 93.0%

: 7677-24-9
trimethylsilyl cyanide

: 1345023-95-1
C₂₅H₃₂O₆Si

: 1345023-89-3
(2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-2-cyanotetrahydrofuran-3-yl acetate

Guidance literature:: With boron trifluoride diethyl etherate; In acetonitrile; at 0 - 20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/jo201716c

Reference yield:

: C₂₁H₂₈O₄Si

: 1345023-89-3
(2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-2-cyanotetrahydrofuran-3-yl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / dichloromethane / Inert atmosphere

2: boron trifluoride diethyl etherate / acetonitrile / 0.5 h / 0 - 20 °C / Inert atmosphere

With pyridine; boron trifluoride diethyl etherate; In dichloromethane; acetonitrile;
DOI:10.1021/jo201716c

Reference yield:

: 287933-72-6
tert-Butyl-[(R)-1-(2,3-dihydro-furan-3-yl)methoxy]-diphenyl-silane

: 1345023-89-3
(2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-2-cyanotetrahydrofuran-3-yl acetate

Guidance literature:: Multi-step reaction with 3 steps

1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / acetone; tert-butyl alcohol / Inert atmosphere

2: pyridine / dichloromethane / Inert atmosphere

3: boron trifluoride diethyl etherate / acetonitrile / 0.5 h / 0 - 20 °C / Inert atmosphere

With pyridine; osmium(VIII) oxide; boron trifluoride diethyl etherate; 4-methylmorpholine N-oxide; In dichloromethane; acetone; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo201716c