(2S,4R)-4-Hydroxypyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester → HCID 66650753, compound

HRID 1675436Notes

Reaction equation

HRID 1675436 reaction equation
[CH3:1][O:2][C:3](=[O:17])[C@@H:4]1[CH2:8][C@@H:7]([OH:9])[CH2:6][N:5]1[C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11].[Cl:18][C:19]1[C:20]([O:39][CH3:40])=[CH:21][CH:22]=[C:23]2[C:28]=1[N:27]=[C:26]([N:29]1[CH:33]=[CH:32][C:31]([C:34]([F:37])([F:36])[F:35])=[N:30]1)[CH:25]=[C:24]2O.C(OC(C(CCC=CCCCCCCCCCC)CCC)=O)C>>[Cl:18][C:19]1[C:20]([O:39][CH3:40])=[CH:21][CH:22]=[C:23]2[C:28]=1[N:27]=[C:26]([N:29]1[CH:33]=[CH:32][C:31]([C:34]([F:37])([F:35])[F:36])=[N:30]1)[CH:25]=[C:24]2[O:9][C@@H:7]1[CH2:6][N:5]([C:10]([O:12][C:13]([CH3:14])([CH3:16])[CH3:15])=[O:11])[C@H:4]([C:3]([O:2][CH3:1])=[O:17])[CH2:8]1

Participants

4

Reactant 3

HCID 2734883(2S,4R)-4-Hydroxypyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl esterHCID 86633208HCID 86633208, compoundHCID 178487711HCID 178487711, compound

Product 1

HCID 66650753HCID 66650753, compoundYield 90%

Procedure

Compound 112 was synthesized from N-Boc-trans-4-hydroxy-L-proline-methyl ester 111 and compound 88a as beige foam in 90% yield, following the procedure as described for compound 54c.

Sources & evidence

ORD record
ord-9cc03b4b21124165a0584674378aeb58
Source dataset
uspto-grants-2011_08
Patent number
US08003659B2

Reaction notes

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