1,2-Pyrrolidinedicarboxylic acid, 4-(difluoromethylene)-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S)-

Base Information

Chemical Name:1,2-Pyrrolidinedicarboxylic acid, 4-(difluoromethylene)-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S)-
CAS No.:681283-18-1
Molecular Formula:C12H17F2NO4
Molecular Weight:277.268
Hs Code.:

Synonyms:

Suppliers and Price of 1,2-Pyrrolidinedicarboxylic acid, 4-(difluoromethylene)-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S)-

Supply Marketing:

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

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Chemical Property of 1,2-Pyrrolidinedicarboxylic acid, 4-(difluoromethylene)-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S)-

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

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Technology Process of 1,2-Pyrrolidinedicarboxylic acid, 4-(difluoromethylene)-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S)-

There total 1 articles about 1,2-Pyrrolidinedicarboxylic acid, 4-(difluoromethylene)-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S)- 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:

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 681283-18-1
methyl (2S)-N-tert-butoxycarbonyl-4-difluoromethyleneprolinate

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / aq. NaOH / tetrahydrofuran / 20 °C

2: trichloroisocyanuric acid; TEMPO / CH₂Cl₂

3: HMPT; Zn / tetrahydrofuran

With N,N,N,N,N,N-hexamethylphosphoric triamide; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hydroxide; trichloroisocyanuric acid; zinc; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmcl.2004.08.050

Reference yield:

: 681283-18-1
methyl (2S)-N-tert-butoxycarbonyl-4-difluoromethyleneprolinate

: benzyl (2R,3S,5S)-5-hydroxymethyl-2-[2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl]-3-(difluoromethyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 10 steps

1.1: 94 percent / H₂ / Pd/C / ethanol / 20 °C / 760 Torr

2.1: 68 percent / aq. NaIO₄ / RuO₂*xH₂O / ethyl acetate / 30 h / 20 °C

3.1: CF₃COOH / CH₂Cl₂ / 20 °C

4.1: NaBH₄ / methanol / 2 h / 0 °C

5.1: 587 mg / DMAP; imidazole / CH₂Cl₂; dimethylformamide / 20 °C

6.1: LHMDS / tetrahydrofuran / 0.17 h / -78 °C

6.2: 83 percent / tetrahydrofuran / 0.17 h / -78 °C

7.1: 79.3 percent / LiBEt₃H / tetrahydrofuran / 3.5 h / -78 °C

8.1: 92 percent / DMAP; pyridine / CH₂Cl₂ / 20 °C

9.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 0.5 h / Heating

9.2: TMSOTf / acetonitrile / 0.5 h / 20 °C

10.1: 64 mg / TBAF / tetrahydrofuran / 8.5 h / 20 °C

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; sodium periodate; N,O-bis-(trimethylsilyl)-acetamide; tetrabutyl ammonium fluoride; hydrogen; lithium triethylborohydride; trifluoroacetic acid; lithium hexamethyldisilazane; ruthenium(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1055/s-2004-815932

Reference yield:

: 681283-18-1
methyl (2S)-N-tert-butoxycarbonyl-4-difluoromethyleneprolinate

: benzyl (2S,3S,5S)-5-hydroxymethyl-2-[2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl]-3-(difluoromethyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 10 steps

1.1: 94 percent / H₂ / Pd/C / ethanol / 20 °C / 760 Torr

2.1: 68 percent / aq. NaIO₄ / RuO₂*xH₂O / ethyl acetate / 30 h / 20 °C

3.1: CF₃COOH / CH₂Cl₂ / 20 °C

4.1: NaBH₄ / methanol / 2 h / 0 °C

5.1: 587 mg / DMAP; imidazole / CH₂Cl₂; dimethylformamide / 20 °C

6.1: LHMDS / tetrahydrofuran / 0.17 h / -78 °C

6.2: 83 percent / tetrahydrofuran / 0.17 h / -78 °C

7.1: 79.3 percent / LiBEt₃H / tetrahydrofuran / 3.5 h / -78 °C

8.1: 92 percent / DMAP; pyridine / CH₂Cl₂ / 20 °C

9.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 0.5 h / Heating

9.2: TMSOTf / acetonitrile / 0.5 h / 20 °C

10.1: 38 mg / TBAF / tetrahydrofuran / 8.5 h / 20 °C

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; sodium periodate; N,O-bis-(trimethylsilyl)-acetamide; tetrabutyl ammonium fluoride; hydrogen; lithium triethylborohydride; trifluoroacetic acid; lithium hexamethyldisilazane; ruthenium(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1055/s-2004-815932