(2S,3S,4S)-3-(cyanomethyl)-1-(2-nitrophenylsulfonyl)-4-phenylpyrrolidine-2-carbonitrile

Base Information

Chemical Name:(2S,3S,4S)-3-(cyanomethyl)-1-(2-nitrophenylsulfonyl)-4-phenylpyrrolidine-2-carbonitrile
CAS No.:1268493-41-9
Molecular Formula:C₁₉H₁₆N₄O₄S
Molecular Weight:396.426
Hs Code.:

Synonyms:(2S,3S,4S)-3-(cyanomethyl)-1-(2-nitrophenylsulfonyl)-4-phenylpyrrolidine-2-carbonitrile

Suppliers and Price of (2S,3S,4S)-3-(cyanomethyl)-1-(2-nitrophenylsulfonyl)-4-phenylpyrrolidine-2-carbonitrile

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2S,3S,4S)-3-(cyanomethyl)-1-(2-nitrophenylsulfonyl)-4-phenylpyrrolidine-2-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3S,4S)-3-(cyanomethyl)-1-(2-nitrophenylsulfonyl)-4-phenylpyrrolidine-2-carbonitrile

There total 15 articles about (2S,3S,4S)-3-(cyanomethyl)-1-(2-nitrophenylsulfonyl)-4-phenylpyrrolidine-2-carbonitrile 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: 59.0%

: 1268493-40-8
(2S,3S,4S)-3-(hydroxymethyl)-1-(2-nitrophenylsulfonyl)-4-phenylpyrrolidine-2-carbonitrile

: 75-86-5
2-hydroxy-2-methylpropanenitrile

: 1268493-41-9
(2S,3S,4S)-3-(cyanomethyl)-1-(2-nitrophenylsulfonyl)-4-phenylpyrrolidine-2-carbonitrile

Guidance literature:: With azodicarboxylic acid bis(2-methoxyethyl) ester; triphenylphosphine; In toluene; at 100 ℃; for 24h;
DOI:10.1021/ol103131p

Reference yield:

: 103-82-2
phenylacetic acid

: 1268493-41-9
(2S,3S,4S)-3-(cyanomethyl)-1-(2-nitrophenylsulfonyl)-4-phenylpyrrolidine-2-carbonitrile

Guidance literature:: Multi-step reaction with 15 steps

1.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C

2.1: 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0 - 20 °C

3.1: dirhodium tetrakis(S-(N-dodecylbenzenesulfonyl)prolinate) / dichloromethane / 0 - 20 °C / Inert atmosphere

4.1: titanium(IV) isopropylate / 20 h / Reflux

5.1: ozone / methanol; dichloromethane / 5 h / -78 °C

5.2: 5 h / 0 - 20 °C / Inert atmosphere

6.1: camphor-10-sulfonic acid / toluene / 0 - 20 °C

7.1: ozone / methanol; dichloromethane / 1 h / -78 °C

7.2: 0 - 20 °C / Inert atmosphere

8.1: camphor-10-sulfonic acid / toluene / 10 h / Reflux

9.1: diisobutylaluminium hydride / tetrahydrofuran; hexane / 1 h / -78 °C

10.1: pyridine; dmap / 1 h / 20 °C

11.1: boron trifluoride diethyl etherate / acetonitrile / 0.33 h / 20 °C

12.1: diisobutylaluminium hydride / tetrahydrofuran; hexane / 2.5 h / -78 - 20 °C

13.1: camphor-10-sulfonic acid / 20 h / 20 °C

14.1: boron trifluoride diethyl etherate / acetonitrile / 1.5 h / 0 °C

15.1: azodicarboxylic acid bis(2-methoxyethyl) ester; triphenylphosphine / toluene / 24 h / 100 °C

With pyridine; titanium(IV) isopropylate; dmap; azodicarboxylic acid bis(2-methoxyethyl) ester; dirhodium tetrakis(S-(N-dodecylbenzenesulfonyl)prolinate); camphor-10-sulfonic acid; 4-acetamidobenzenesulfonyl azide; boron trifluoride diethyl etherate; diisobutylaluminium hydride; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene; acetonitrile; 14.1: Strecker type reaction / 15.1: Mitsunobu reaction;
DOI:10.1021/ol103131p

Reference yield:

: (3S)-4-(1,3-dioxolan-2-yl)-3-phenyldihydrofuran-2(3H)-one

: 1268493-41-9
(2S,3S,4S)-3-(cyanomethyl)-1-(2-nitrophenylsulfonyl)-4-phenylpyrrolidine-2-carbonitrile

Guidance literature:: Multi-step reaction with 7 steps

1: diisobutylaluminium hydride / tetrahydrofuran; hexane / 1 h / -78 °C

2: pyridine; dmap / 1 h / 20 °C

3: boron trifluoride diethyl etherate / acetonitrile / 0.33 h / 20 °C

4: diisobutylaluminium hydride / tetrahydrofuran; hexane / 2.5 h / -78 - 20 °C

5: camphor-10-sulfonic acid / 20 h / 20 °C

6: boron trifluoride diethyl etherate / acetonitrile / 1.5 h / 0 °C

7: azodicarboxylic acid bis(2-methoxyethyl) ester; triphenylphosphine / toluene / 24 h / 100 °C

With pyridine; dmap; azodicarboxylic acid bis(2-methoxyethyl) ester; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; hexane; toluene; acetonitrile; 6: Strecker type reaction / 7: Mitsunobu reaction;
DOI:10.1021/ol103131p