2-O-benzyl 1-O-tert-butyl (2R,3S)-3-fluoropyrrolidine-1,2-dicarboxylate

Base Information

Chemical Name:2-O-benzyl 1-O-tert-butyl (2R,3S)-3-fluoropyrrolidine-1,2-dicarboxylate
CAS No.:330945-21-6
Molecular Formula:C17H22FNO4
Molecular Weight:323.364
Hs Code.:
DSSTox Substance ID:DTXSID501128533
Nikkaji Number:J1.463.908J

Synonyms:330945-21-6;SCHEMBL12480411;QXIXTXHOXKJBGO-KBPBESRZSA-N;DTXSID501128533;(2R,3S)-3-Fluoro-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester;1-(1,1-Dimethylethyl) 2-(phenylmethyl) (2R,3S)-3-fluoro-1,2-pyrrolidinedicarboxylate

Suppliers and Price of 2-O-benzyl 1-O-tert-butyl (2R,3S)-3-fluoropyrrolidine-1,2-dicarboxylate

Supply Marketing:

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

Manufacturers and distributors:

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Chemical Property of 2-O-benzyl 1-O-tert-butyl (2R,3S)-3-fluoropyrrolidine-1,2-dicarboxylate

Chemical Property:

XLogP3:3.1
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:6
Exact Mass:323.15328635
Heavy Atom Count:23
Complexity:429

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)(C)OC(=O)N1CCC(C1C(=O)OCC2=CC=CC=C2)F
Isomeric SMILES:CC(C)(C)OC(=O)N1CC[C@@H]([C@H]1C(=O)OCC2=CC=CC=C2)F

Technology Process of 2-O-benzyl 1-O-tert-butyl (2R,3S)-3-fluoropyrrolidine-1,2-dicarboxylate

There total 9 articles about 2-O-benzyl 1-O-tert-butyl (2R,3S)-3-fluoropyrrolidine-1,2-dicarboxylate 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:

: 4298-08-2
trans-3-hydroxy-L-proline

: 330945-21-6
2-benzyl 1-(tert-butyl) (2R,3S)-3-fluoropyrrolidine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 80 percent / aq. NaOH / tetrahydrofuran

2.1: diethyl ether

3.1: PPh₃P; diisopropyl azodicarboxylate / tetrahydrofuran / 3 h

4.1: aq. NaOH / tetrahydrofuran / 1 h

5.1: Cs₂CO₃ / dimethylformamide / 0 °C

5.2: 5.3 g / dimethylformamide / 20 °C

6.1: morph-DAST / tetrahydrofuran / -78 - 20 °C

With sodium hydroxide; di-isopropyl azodicarboxylate; caesium carbonate; morpholinosulfur trifluoride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; 3.1: Mitsunobu reaction;
DOI:10.1021/ja054674r

Reference yield:

: 187039-57-2,335280-19-8
(2S,3S)-1-(tert-butoxycarbonyl)-3-hydroxypyrrolidine-2-carboxylic acid

: 330945-21-6
2-benzyl 1-(tert-butyl) (2R,3S)-3-fluoropyrrolidine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: diethyl ether

2.1: PPh₃P; diisopropyl azodicarboxylate / tetrahydrofuran / 3 h

3.1: aq. NaOH / tetrahydrofuran / 1 h

4.1: Cs₂CO₃ / dimethylformamide / 0 °C

4.2: 5.3 g / dimethylformamide / 20 °C

5.1: morph-DAST / tetrahydrofuran / -78 - 20 °C

With sodium hydroxide; di-isopropyl azodicarboxylate; caesium carbonate; morpholinosulfur trifluoride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; 2.1: Mitsunobu reaction;
DOI:10.1021/ja054674r

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 330945-21-6
2-benzyl 1-(tert-butyl) (2R,3S)-3-fluoropyrrolidine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 80 percent / aq. NaOH / tetrahydrofuran

2.1: diethyl ether

3.1: PPh₃P; diisopropyl azodicarboxylate / tetrahydrofuran / 3 h

4.1: aq. NaOH / tetrahydrofuran / 1 h

5.1: Cs₂CO₃ / dimethylformamide / 0 °C

5.2: 5.3 g / dimethylformamide / 20 °C

6.1: morph-DAST / tetrahydrofuran / -78 - 20 °C

With sodium hydroxide; di-isopropyl azodicarboxylate; caesium carbonate; morpholinosulfur trifluoride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; 3.1: Mitsunobu reaction;
DOI:10.1021/ja054674r