(4R,5S)-4-<<(phenylmethoxy)carbonyl>amino>-5-(2'-methylpropyl)-2-oxopyrrolidine

Base Information

Chemical Name:(4R,5S)-4-<<(phenylmethoxy)carbonyl>amino>-5-(2'-methylpropyl)-2-oxopyrrolidine
CAS No.:115073-56-8
Molecular Formula:C₁₆H₂₂N₂O₃
Molecular Weight:290.362
Hs Code.:

Synonyms:(4R,5S)-4-<<(phenylmethoxy)carbonyl>amino>-5-(2'-methylpropyl)-2-oxopyrrolidine

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Chemical Property of (4R,5S)-4-<<(phenylmethoxy)carbonyl>amino>-5-(2'-methylpropyl)-2-oxopyrrolidine

Chemical Property:

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Technology Process of (4R,5S)-4-<<(phenylmethoxy)carbonyl>amino>-5-(2'-methylpropyl)-2-oxopyrrolidine

There total 8 articles about (4R,5S)-4-<<(phenylmethoxy)carbonyl>amino>-5-(2'-methylpropyl)-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: 86.0%

: 104021-84-3
methyl (3R,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-6-methyl-3-<<(phenylmethoxy)carbonyl>amino>heptanoate

: 115073-56-8
(4R,5S)-4-<<(phenylmethoxy)carbonyl>amino>-5-(2'-methylpropyl)-2-oxopyrrolidine

Guidance literature:: With t-butyldimethylsiyl triflate; In dichloromethane; for 4h; Ambient temperature;
DOI:10.1021/jo00250a046

Reference yield:

: 58521-49-6
(3S,4S)-4-(tert-butoxycarbonylamino)-3-hydroxy-6-methylheptanoic acid

: 115073-56-8
(4R,5S)-4-<<(phenylmethoxy)carbonyl>amino>-5-(2'-methylpropyl)-2-oxopyrrolidine

Guidance literature:: Multi-step reaction with 8 steps

1: 67 percent / diethyl phosphorocyanidate, triethylamine / CH₂Cl₂ / 1 h / 0 °C

2: pyridine / 2 h / 0 °C

3: potassium carbonate / acetone / 72 h / Heating

4: 90 percent / sodium, liq. ammonia / tetrahydrofuran / 0.5 h / -33 °C

5: 1 N potassium hydroxide / methanol / 3 h / Ambient temperature

6: potassium carbonate / dimethylformamide / 1.) 0 deg C, 4 h, 2.) RT, 48 h

7: 82 percent / DBU / acetonitrile / 72 h / Ambient temperature

8: 86 percent / tert-butyldimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 4 h / Ambient temperature

With pyridine; potassium hydroxide; diethyl cyanophosphonate; t-butyldimethylsiyl triflate; ammonia; sodium; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo00250a046

Reference yield:

: 118585-36-7
Methanesulfonic acid (1S,2S)-2-tert-butoxycarbonylamino-1-(methoxycarbamoyl-methyl)-4-methyl-pentyl ester

: 115073-56-8
(4R,5S)-4-<<(phenylmethoxy)carbonyl>amino>-5-(2'-methylpropyl)-2-oxopyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1: potassium carbonate / acetone / 72 h / Heating

2: 90 percent / sodium, liq. ammonia / tetrahydrofuran / 0.5 h / -33 °C

3: 1 N potassium hydroxide / methanol / 3 h / Ambient temperature

4: potassium carbonate / dimethylformamide / 1.) 0 deg C, 4 h, 2.) RT, 48 h

5: 82 percent / DBU / acetonitrile / 72 h / Ambient temperature

6: 86 percent / tert-butyldimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 4 h / Ambient temperature

With potassium hydroxide; t-butyldimethylsiyl triflate; ammonia; sodium; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo00250a046