(2S,3S)-3-(4-cyanophenoxy)-1-<(1,1-dimethylethoxy)carbonyl>prolinal

Base Information

Chemical Name:(2S,3S)-3-(4-cyanophenoxy)-1-<(1,1-dimethylethoxy)carbonyl>prolinal
CAS No.:144610-81-1
Molecular Formula:C₁₇H₂₀N₂O₄
Molecular Weight:316.357
Hs Code.:

Synonyms:(2S,3S)-3-(4-cyanophenoxy)-1-<(1,1-dimethylethoxy)carbonyl>prolinal

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Chemical Property of (2S,3S)-3-(4-cyanophenoxy)-1-<(1,1-dimethylethoxy)carbonyl>prolinal

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Technology Process of (2S,3S)-3-(4-cyanophenoxy)-1-<(1,1-dimethylethoxy)carbonyl>prolinal

There total 7 articles about (2S,3S)-3-(4-cyanophenoxy)-1-<(1,1-dimethylethoxy)carbonyl>prolinal 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: 85.0%

: 144610-80-0
(2R,3S)-3-(4-cyanophenoxy)-2-(hydroxymethyl)-1-<(1,1-dimethylethoxy)carbonyl>pyrrolidine

: 144610-81-1
(2S,3S)-3-(4-cyanophenoxy)-1-<(1,1-dimethylethoxy)carbonyl>prolinal

Guidance literature:: With trifluoroacid anhydride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 25 ℃;
DOI:10.1021/ja00052a015

Reference yield:

: 144610-79-7
(2R,3S)-3-(4-cyanophenoxy)-2-<<((1,1-dimethylethyl)dimethylsilyl)oxy>methyl>-1-<(1,1-dimethylethoxy)carbonyl>pyrrolidine

: 144610-81-1
(2S,3S)-3-(4-cyanophenoxy)-1-<(1,1-dimethylethoxy)carbonyl>prolinal

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / aq. AcOH / tetrahydrofuran / 18 h / 45 °C

2: 85 percent / DMSO, trifluoroacid anhydride (TFAA), Et₃N / CH₂Cl₂ / -78 - 25 °C

With trifluoroacid anhydride; acetic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00052a015

Reference yield:

: 767-00-0
4-cyanophenol

: 144610-81-1
(2S,3S)-3-(4-cyanophenoxy)-1-<(1,1-dimethylethoxy)carbonyl>prolinal

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / PPh₃, diethyl azodicarboxylate (DEAD) / tetrahydrofuran / 18 h / 25 °C

2: 91 percent / aq. AcOH / tetrahydrofuran / 18 h / 45 °C

3: 85 percent / DMSO, trifluoroacid anhydride (TFAA), Et₃N / CH₂Cl₂ / -78 - 25 °C

With trifluoroacid anhydride; acetic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00052a015