(R)-α-methyl-α-(hydroxymethyl)-1-cyanomethyl-2(S)-pyrrolidine(benzyloxy)methane

Base Information

Chemical Name:(R)-α-methyl-α-(hydroxymethyl)-1-cyanomethyl-2(S)-pyrrolidine(benzyloxy)methane
CAS No.:123190-91-0
Molecular Formula:C₁₆H₂₂N₂O₂
Molecular Weight:274.363
Hs Code.:

Synonyms:(R)-α-methyl-α-(hydroxymethyl)-1-cyanomethyl-2(S)-pyrrolidine(benzyloxy)methane

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Chemical Property of (R)-α-methyl-α-(hydroxymethyl)-1-cyanomethyl-2(S)-pyrrolidine(benzyloxy)methane

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Technology Process of (R)-α-methyl-α-(hydroxymethyl)-1-cyanomethyl-2(S)-pyrrolidine(benzyloxy)methane

There total 8 articles about (R)-α-methyl-α-(hydroxymethyl)-1-cyanomethyl-2(S)-pyrrolidine(benzyloxy)methane 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: 78.0%

: 123190-90-9
(R)-α-methyl-α-<<<2-(trimethylsilyl)ethoxy>methoxy>methyl>-1-(cyanomethyl)-2(S)-pyrrolidine(benzyloxy)methane

: 123190-91-0
(R)-α-methyl-α-(hydroxymethyl)-1-cyanomethyl-2(S)-pyrrolidine(benzyloxy)methane

Guidance literature:: With lithium tetrafluoroborate; In acetonitrile; at 70 ℃; for 2h;
DOI:10.1021/ja961640y

Reference yield:

: 123190-86-3
(1R,7aS)-tetrahydro-1-methyl-1-(hydroxymethyl)-1H,3H-pyrrolo<1,2-c>oxazol-3-one

: 123190-91-0
(R)-α-methyl-α-(hydroxymethyl)-1-cyanomethyl-2(S)-pyrrolidine(benzyloxy)methane

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / i-Pr₂NEt / CH₂Cl₂ / 14 h / Ambient temperature

2: aq. KOH / ethanol / 16 h / 80 °C

3: Et₃N / tetrahydrofuran / 2 h / Ambient temperature

4: 91 percent / KH / tetrahydrofuran / 0.5 h / Heating

5: 78 percent / aq. LiBF₄ / acetonitrile / 2 h / 70 °C

With potassium hydroxide; lithium tetrafluoroborate; potassium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane; acetonitrile;
DOI:10.1021/ja961640y

Reference yield:

: 123190-89-6
(R)-α-methyl-α-<<<2-(trimethylsilyl)ethoxy>methoxy>methyl>-1-(cyanomethyl)-2(S)-pyrrolidinemethanol

: 123190-91-0
(R)-α-methyl-α-(hydroxymethyl)-1-cyanomethyl-2(S)-pyrrolidine(benzyloxy)methane

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / KH / tetrahydrofuran / 0.5 h / Heating

2: 78 percent / aq. LiBF₄ / acetonitrile / 2 h / 70 °C

With lithium tetrafluoroborate; potassium hydride; In tetrahydrofuran; acetonitrile;
DOI:10.1021/ja961640y