tert.-butyl (R)-(pyrrolidin-3-ylmethoxy)-acetate → HCID 178433195, compound

HRID 611605Notes

Reaction equation

HRID 611605 reaction equation
[NH:1]([C:5]1[S:6][C:7]([C:11]([OH:13])=O)=[C:8]([CH3:10])[N:9]=1)[C:2]([NH2:4])=[NH:3].[NH:14]1[CH2:18][CH2:17][C@@H:16]([CH2:19][O:20][CH2:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:15]1>CO>[NH:1]([C:5]1[S:6][C:7]([C:11]([N:14]2[CH2:18][CH2:17][C@@H:16]([CH2:19][O:20][CH2:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:15]2)=[O:13])=[C:8]([CH3:10])[N:9]=1)[C:2]([NH2:4])=[NH:3]

Participants

4

Reactant 2

HCID 53840832tert.-butyl (R)-(pyrrolidin-3-ylmethoxy)-acetateHCID 178433209HCID 178433209, compound

Product 1

HCID 178433195HCID 178433195, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

By coupling 2-guanidino-4-methyl-thiazole-5-carboxylic acid with tert.-butyl (R)-(pyrrolidin-3-ylmethoxy)-acetate according to the method given in Example 4 there is obtained tert.-butyl (R)-[1-(2-guanidino-4-methyl-thiazole-5-carbonyl)-pyrrolidin-3-ylmethoxy]-acetate as a pale yellow resinous foam, [α]D =+3.2°, (MeOH, c=0.5), MS: 398 (M+H)+.

Sources & evidence

ORD record
ord-6a85576d6b3145ffaf3a4f01db091658
Source dataset
uspto-grants-1999_12
Patent number
US06001855

Reaction notes

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