(2R,1'R)-2-acetoxy-3-(1'-benzyloxy-1'',4''-dioxaspiro[4.5]decyl)propionitrile

Base Information

Chemical Name:(2R,1'R)-2-acetoxy-3-(1'-benzyloxy-1'',4''-dioxaspiro[4.5]decyl)propionitrile
CAS No.:442687-19-6
Molecular Formula:C₂₀H₂₅NO₅
Molecular Weight:359.422
Hs Code.:

Synonyms:(2R,1'R)-2-acetoxy-3-(1'-benzyloxy-1'',4''-dioxaspiro[4.5]decyl)propionitrile

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Chemical Property of (2R,1'R)-2-acetoxy-3-(1'-benzyloxy-1'',4''-dioxaspiro[4.5]decyl)propionitrile

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Technology Process of (2R,1'R)-2-acetoxy-3-(1'-benzyloxy-1'',4''-dioxaspiro[4.5]decyl)propionitrile

There total 5 articles about (2R,1'R)-2-acetoxy-3-(1'-benzyloxy-1'',4''-dioxaspiro[4.5]decyl)propionitrile 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: 80.0%

: 7381-30-8
2,2,7,7-tetramethyl-3,6-dioxa-2,7-disilaoctane

: 332901-17-4
(2R,1'R)-2-acetoxy-3-[1'-benzyloxy-2'-oxocyclohexyl]propionitrile

: 442687-19-6
(2R,1'R)-2-acetoxy-3-(1'-benzyloxy-1'',4''-dioxaspiro[4.5]decyl)propionitrile

Guidance literature:: With TMKSOTf; at -78 - 20 ℃;
DOI:10.1016/S0040-4039(01)00086-7

Reference yield:

: 3061-65-2
2-acetoxyacrylonitrile

: 442687-19-6
(2R,1'R)-2-acetoxy-3-(1'-benzyloxy-1'',4''-dioxaspiro[4.5]decyl)propionitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 36 h / 20 °C

2: 8.32 g / acetic acid / H₂O; tetrahydrofuran / 4 h / 20 °C

3: 80 percent / TMSOTf / CH₂Cl₂ / -78 - 20 °C

With trimethylsilyl trifluoromethanesulfonate; acetic acid; In tetrahydrofuran; dichloromethane; water; 1: Michael addition;
DOI:10.1002/ejoc.200300111

Reference yield:

: 36713-55-0
(±)-2-benzyloxycyclohexanone

: 442687-19-6
(2R,1'R)-2-acetoxy-3-(1'-benzyloxy-1'',4''-dioxaspiro[4.5]decyl)propionitrile

Guidance literature:: Multi-step reaction with 4 steps

1: silica gel; basic aluminum oxide / cyclohexane / 4 h / 20 °C

2: 36 h / 20 °C

3: 8.32 g / acetic acid / H₂O; tetrahydrofuran / 4 h / 20 °C

4: 80 percent / TMSOTf / CH₂Cl₂ / -78 - 20 °C

With aluminum oxide; trimethylsilyl trifluoromethanesulfonate; silica gel; acetic acid; In tetrahydrofuran; dichloromethane; cyclohexane; water; 2: Michael addition;
DOI:10.1002/ejoc.200300111