L-Proline → HCID 178462330, compound

HRID 1766636Notes

Reaction equation

HRID 1766636 reaction equation
[NH2:1][C@H:2]([C:8]([OH:10])=[O:9])[CH2:3][CH2:4][CH2:5]CN.[O:11]=[C:12]1[O:18][C@H:17]([C@H:19]([CH3:21])[OH:20])[C:15]([O-:16])=[C:13]1[OH:14].Br[C@]1([C@H](C)O)OC(=O)C(O)=C1[O-].N1CCC[C@H]1C(O)=O>N1C=CC=CC=1>[NH:1]1[CH2:5][CH2:4][CH2:3][C@H:2]1[C:8]([OH:10])=[O:9].[O:11]=[C:12]1[O:18][C@H:17]([C@H:19]([CH3:21])[OH:20])[C:15]([O-:16])=[C:13]1[OH:14]

Participants

5

Reactant 3

HCID 145742L-ProlineHCID 178462218HCID 178462218, compoundHCID 178462329HCID 178462329, compound

Product 1

HCID 178462330HCID 178462330, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

6-Deoxyascorbate proline is synthesized by the exact procedure described above for 6-deoxyascorbate lysine. 6-Deoxybromo ascorbate (8 mmoles) is reacted with proline (10 mmoles) in dry pyridine to give 6-deoxyascorbate proline. The product is crystallized form ethanol, dried in vacuum.

Workup

  1. custom6-Deoxyascorbate proline is synthesized by the exact procedure

Sources & evidence

ORD record
ord-02383b8ca9a14c21a47a20ec1374c841
Source dataset
uspto-grants-2007_06
Patent number
US07230124B2

Reaction notes

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