(R)-3-[(tert-butoxycarbonyl)amino]-1-(3-hydroxybenzyl)-2-oxopyrrolidine

Base Information

Chemical Name:(R)-3-[(tert-butoxycarbonyl)amino]-1-(3-hydroxybenzyl)-2-oxopyrrolidine
CAS No.:440105-82-8
Molecular Formula:C₁₆H₂₂N₂O₄
Molecular Weight:306.362
Hs Code.:

Synonyms:(R)-3-[(tert-butoxycarbonyl)amino]-1-(3-hydroxybenzyl)-2-oxopyrrolidine

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Chemical Property of (R)-3-[(tert-butoxycarbonyl)amino]-1-(3-hydroxybenzyl)-2-oxopyrrolidine

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Technology Process of (R)-3-[(tert-butoxycarbonyl)amino]-1-(3-hydroxybenzyl)-2-oxopyrrolidine

There total 6 articles about (R)-3-[(tert-butoxycarbonyl)amino]-1-(3-hydroxybenzyl)-2-oxopyrrolidine 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: 92.0%

: 440105-51-1
(R)-1-[3-(benzyloxy)benzyl]-3-[(tert-butoxycarbonyl)amino]-2-oxopyrrolidine

: 440105-82-8
(R)-3-[(tert-butoxycarbonyl)amino]-1-(3-hydroxybenzyl)-2-oxopyrrolidine

Guidance literature:: With hydrogen; 20percent Pd(OH)2/C; In ethanol; at 20 ℃; for 18h; under 760.051 Torr;
DOI:10.1021/jm010531d

Reference yield:

: 1700-30-7
(3-(benzyloxy)phenyl)methanol

: 440105-82-8
(R)-3-[(tert-butoxycarbonyl)amino]-1-(3-hydroxybenzyl)-2-oxopyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / diphenylphosphoryl azide; DBU / toluene / 18 h / 20 °C

2: 87 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

3: 98 percent / PyBOP; DIEA / CH₂Cl₂ / 18 h

4: 100 percent / 18 h

5: 96 percent / LiN(SiMe₃)2 / tetrahydrofuran / 2 h / 0 °C

6: 92 percent / H₂ / 20percent Pd(OH)2/C / ethanol / 18 h / 20 °C / 760.05 Torr

With lithium aluminium tetrahydride; diphenylphosphoranyl azide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; 20percent Pd(OH)2/C; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1021/jm010531d

Reference yield:

: 104566-43-0
[3-(benzyloxy)phenyl]methanamine

: 440105-82-8
(R)-3-[(tert-butoxycarbonyl)amino]-1-(3-hydroxybenzyl)-2-oxopyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / PyBOP; DIEA / CH₂Cl₂ / 18 h

2: 100 percent / 18 h

3: 96 percent / LiN(SiMe₃)2 / tetrahydrofuran / 2 h / 0 °C

4: 92 percent / H₂ / 20percent Pd(OH)2/C / ethanol / 18 h / 20 °C / 760.05 Torr

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; 20percent Pd(OH)2/C; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jm010531d