1-Pyrrolidinecarboxylic acid, 5-cyano-2-[(1R,2S)-2-methoxy-2-methyl-1-[[(triphenylmethyl)thio]amino] pentyl]-3-(1Z)-1-propenyl-, 1,1-dimethylethyl ester, (2R,3S,5R)-

Base Information

Chemical Name:1-Pyrrolidinecarboxylic acid, 5-cyano-2-[(1R,2S)-2-methoxy-2-methyl-1-[[(triphenylmethyl)thio]amino] pentyl]-3-(1Z)-1-propenyl-, 1,1-dimethylethyl ester, (2R,3S,5R)-
CAS No.:408505-26-0
Molecular Formula:C₃₉H₄₉N₃O₃S
Molecular Weight:639.902
Hs Code.:
Mol file:408505-26-0.mol

1-Pyrrolidinecarboxylic acid,
5-cyano-2-[(1R,2S)-2-methoxy-2-methyl-1-[[(triphenylmethyl)thio]amino]
pentyl]-3-(1Z)-1-propenyl-, 1,1-dimethylethyl ester, (2R,3S,5R)-

Synonyms:

Suppliers and Price of 1-Pyrrolidinecarboxylic acid, 5-cyano-2-[(1R,2S)-2-methoxy-2-methyl-1-[[(triphenylmethyl)thio]amino] pentyl]-3-(1Z)-1-propenyl-, 1,1-dimethylethyl ester, (2R,3S,5R)-

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

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Chemical Property of 1-Pyrrolidinecarboxylic acid, 5-cyano-2-[(1R,2S)-2-methoxy-2-methyl-1-[[(triphenylmethyl)thio]amino] pentyl]-3-(1Z)-1-propenyl-, 1,1-dimethylethyl ester, (2R,3S,5R)-

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 1-Pyrrolidinecarboxylic acid, 5-cyano-2-[(1R,2S)-2-methoxy-2-methyl-1-[[(triphenylmethyl)thio]amino] pentyl]-3-(1Z)-1-propenyl-, 1,1-dimethylethyl ester, (2R,3S,5R)-

There total 15 articles about 1-Pyrrolidinecarboxylic acid, 5-cyano-2-[(1R,2S)-2-methoxy-2-methyl-1-[[(triphenylmethyl)thio]amino] pentyl]-3-(1Z)-1-propenyl-, 1,1-dimethylethyl ester, (2R,3S,5R)- 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:

: 16958-19-3
(2E)-2-methyl-2-penten-1-ol

: 408505-26-0
tert-butyl (2R,3S,5R)-5-cyano-2-{(1R,2S)-2-methoxy-2-methyl-1-[(tritylthio)amino]pentyl}-3-[(1Z)-prop-1-enyl]pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 13 steps

1.1: (-)-dimethyl D-tartrate; titanium tetraisopropoxide; tert-butylhydroperoxide / molecular sieves 4 Angstroem / CH₂Cl₂; decane / 4 h / -20 °C

2.1: 7.35 g / trimethylphosphite; triethylamine / CH₂Cl₂; decane / 1.5 h

3.1: 63 percent / lithium aluminum hydride / tetrahydrofuran / 0 - 20 °C

4.1: 98 percent / sodium hydride / tetrahydrofuran / 16 h / 0 - 20 °C

5.1: 98 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 16 h / 0 - 20 °C

6.1: hydrogen / 20percent Pd(OH)2 on carbon / CH₂Cl₂ / 3.5 h

7.1: 1.74 g / pyridinium chlorochromate; molecular sieves 4 Angstroem; Celite / CH₂Cl₂ / 1.5 h / 20 °C

8.1: pyridinium p-toluenesulfonate; MgSO₄ / diethyl ether / 18 h / 20 °C

9.1: 52 percent / BF₃*Et₂O / diethyl ether / 3 h / -78 - -50 °C

10.1: Mg; 1,2-dibromoethane / tetrahydrofuran / 3 h / Heating

10.2: CuBr*Me₂S; trimethylsilylchloride / tetrahydrofuran / 1.67 h / -78 °C

10.3: 6.9 g / tetrahydrofuran / 1 h / -78 °C

11.1: diisobutylaluminum hydride / hexane; tetrahydrofuran / 0.75 h / -78 °C

12.1: pyridinium p-toluenesulfonate / 1 h / 20 °C

13.1: 4.4 g / BF₃*Et₂O / CH₂Cl₂ / 0.5 h / -78 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; Dimethyl D-tartrate; 4 A molecular sieve; Celite; boron trifluoride diethyl etherate; hydrogen; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; magnesium sulfate; magnesium; ethylene dibromide; triethylamine; pyridinium chlorochromate; phosphorous acid trimethyl ester; 4 A molecular sieve; In tetrahydrofuran; diethyl ether; decane; hexane; dichloromethane; 10.3: Michael addition;
DOI:10.1021/jo0162890

Reference yield:

: 1567-14-2
methyl (2E)-2-methyl-2-pentenoate

: 408505-26-0
tert-butyl (2R,3S,5R)-5-cyano-2-{(1R,2S)-2-methoxy-2-methyl-1-[(tritylthio)amino]pentyl}-3-[(1Z)-prop-1-enyl]pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 14 steps

1.1: 80 percent / lithium aluminum hydride / diethyl ether / 2 h / 0 - 20 °C

2.1: (-)-dimethyl D-tartrate; titanium tetraisopropoxide; tert-butylhydroperoxide / molecular sieves 4 Angstroem / CH₂Cl₂; decane / 4 h / -20 °C

3.1: 7.35 g / trimethylphosphite; triethylamine / CH₂Cl₂; decane / 1.5 h

4.1: 63 percent / lithium aluminum hydride / tetrahydrofuran / 0 - 20 °C

5.1: 98 percent / sodium hydride / tetrahydrofuran / 16 h / 0 - 20 °C

6.1: 98 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 16 h / 0 - 20 °C

7.1: hydrogen / 20percent Pd(OH)2 on carbon / CH₂Cl₂ / 3.5 h

8.1: 1.74 g / pyridinium chlorochromate; molecular sieves 4 Angstroem; Celite / CH₂Cl₂ / 1.5 h / 20 °C

9.1: pyridinium p-toluenesulfonate; MgSO₄ / diethyl ether / 18 h / 20 °C

10.1: 52 percent / BF₃*Et₂O / diethyl ether / 3 h / -78 - -50 °C

11.1: Mg; 1,2-dibromoethane / tetrahydrofuran / 3 h / Heating

11.2: CuBr*Me₂S; trimethylsilylchloride / tetrahydrofuran / 1.67 h / -78 °C

11.3: 6.9 g / tetrahydrofuran / 1 h / -78 °C

12.1: diisobutylaluminum hydride / hexane; tetrahydrofuran / 0.75 h / -78 °C

13.1: pyridinium p-toluenesulfonate / 1 h / 20 °C

14.1: 4.4 g / BF₃*Et₂O / CH₂Cl₂ / 0.5 h / -78 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; Dimethyl D-tartrate; 4 A molecular sieve; Celite; boron trifluoride diethyl etherate; hydrogen; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; magnesium sulfate; magnesium; ethylene dibromide; triethylamine; pyridinium chlorochromate; phosphorous acid trimethyl ester; 4 A molecular sieve; In tetrahydrofuran; diethyl ether; decane; hexane; dichloromethane; 11.3: Michael addition;
DOI:10.1021/jo0162890

Reference yield:

: 123669-93-2
3,4-anhydro-1,2-dideoxy-4-methyl-D-threo-pentitol

: 408505-26-0
tert-butyl (2R,3S,5R)-5-cyano-2-{(1R,2S)-2-methoxy-2-methyl-1-[(tritylthio)amino]pentyl}-3-[(1Z)-prop-1-enyl]pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 12 steps

1.1: 7.35 g / trimethylphosphite; triethylamine / CH₂Cl₂; decane / 1.5 h

2.1: 63 percent / lithium aluminum hydride / tetrahydrofuran / 0 - 20 °C

3.1: 98 percent / sodium hydride / tetrahydrofuran / 16 h / 0 - 20 °C

4.1: 98 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 16 h / 0 - 20 °C

5.1: hydrogen / 20percent Pd(OH)2 on carbon / CH₂Cl₂ / 3.5 h

6.1: 1.74 g / pyridinium chlorochromate; molecular sieves 4 Angstroem; Celite / CH₂Cl₂ / 1.5 h / 20 °C

7.1: pyridinium p-toluenesulfonate; MgSO₄ / diethyl ether / 18 h / 20 °C

8.1: 52 percent / BF₃*Et₂O / diethyl ether / 3 h / -78 - -50 °C

9.1: Mg; 1,2-dibromoethane / tetrahydrofuran / 3 h / Heating

9.2: CuBr*Me₂S; trimethylsilylchloride / tetrahydrofuran / 1.67 h / -78 °C

9.3: 6.9 g / tetrahydrofuran / 1 h / -78 °C

10.1: diisobutylaluminum hydride / hexane; tetrahydrofuran / 0.75 h / -78 °C

11.1: pyridinium p-toluenesulfonate / 1 h / 20 °C

12.1: 4.4 g / BF₃*Et₂O / CH₂Cl₂ / 0.5 h / -78 °C

With lithium aluminium tetrahydride; 4 A molecular sieve; Celite; boron trifluoride diethyl etherate; hydrogen; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; magnesium sulfate; magnesium; ethylene dibromide; triethylamine; pyridinium chlorochromate; phosphorous acid trimethyl ester; 20percent Pd(OH)2 on carbon; In tetrahydrofuran; diethyl ether; decane; hexane; dichloromethane; 9.3: Michael addition;
DOI:10.1021/jo0162890