(2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-3-hydroxytetrahydrofuran-2-carbonitrile

Base Information

Chemical Name:(2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-3-hydroxytetrahydrofuran-2-carbonitrile
CAS No.:1345023-99-5
Molecular Formula:C₂₂H₂₇NO₃Si
Molecular Weight:381.547
Hs Code.:

Synonyms:(2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-3-hydroxytetrahydrofuran-2-carbonitrile

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Chemical Property of (2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-3-hydroxytetrahydrofuran-2-carbonitrile

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Technology Process of (2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-3-hydroxytetrahydrofuran-2-carbonitrile

There total 4 articles about (2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-3-hydroxytetrahydrofuran-2-carbonitrile 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: 99.0%

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

: 1345023-99-5
(2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-3-hydroxytetrahydrofuran-2-carbonitrile

Guidance literature:: (2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-2-cyanotetrahydrofuran-3-yl acetate; With methanol; sodium hydride; In mineral oil; at 0 ℃; for 0.25h; Inert atmosphere;

With hydrogenchloride; In water; mineral oil; at 0 ℃; Inert atmosphere;
DOI:10.1021/jo201716c

Reference yield:

: C₂₁H₂₈O₄Si

: 1345023-99-5
(2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-3-hydroxytetrahydrofuran-2-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / dichloromethane / Inert atmosphere

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

3.1: methanol; sodium hydride / mineral oil / 0.25 h / 0 °C / Inert atmosphere

3.2: 0 °C / Inert atmosphere

With pyridine; methanol; boron trifluoride diethyl etherate; sodium hydride; In dichloromethane; acetonitrile; mineral oil;
DOI:10.1021/jo201716c

Reference yield:

: 1345023-95-1
C₂₅H₃₂O₆Si

: 1345023-99-5
(2S,3R,4R)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-3-hydroxytetrahydrofuran-2-carbonitrile

Guidance literature:: Multi-step reaction with 2 steps

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

2.1: methanol; sodium hydride / mineral oil / 0.25 h / 0 °C / Inert atmosphere

2.2: 0 °C / Inert atmosphere

With methanol; boron trifluoride diethyl etherate; sodium hydride; In acetonitrile; mineral oil;
DOI:10.1021/jo201716c