(2R)-2-{[(tert-butoxy)carbonyl]amino}-3,3-dimethylbutanoic acid → HCID 53385991, compound

HRID 1898528Notes

Reaction equation

HRID 1898528 reaction equation
C(O[C:6]([NH:8][C@H:9]([C:13]1([CH3:16])[CH2:15][CH2:14]1)[C:10]([OH:12])=O)=[O:7])(C)(C)C.[C:17]([NH:24][C@@H:25](C(O)=O)[C:26]([CH3:29])(C)C)(OC(C)(C)C)=O.[CH2:33]([N:35]1[CH:39]=[C:38]([C:40]2[N:45]=[C:44]3[C:46](C(O)=O)=[CH:47][N:48](COCC[Si](C)(C)C)[C:43]3=[N:42][CH:41]=2)[CH:37]=[N:36]1)[CH3:34]>>[CH3:16][C:13]1([C@@H:9]([NH:8][C:6]([C:46]2[C:44]3[C:43](=[N:42][CH:41]=[C:40]([C:38]4[CH:37]=[N:36][N:35]([CH2:33][CH3:34])[CH:39]=4)[N:45]=3)[NH:48][CH:47]=2)=[O:7])[C:10](=[O:12])[N:24]2[CH2:17][CH2:29][CH2:26][CH2:25]2)[CH2:14][CH2:15]1

Participants

4

Reactant 3

HCID 7005057(2R)-2-{[(tert-butoxy)carbonyl]amino}-3,3-dimethylbutanoic acidHCID 584385442-(1-ethyl-1H-pyrazol-4-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxylic acidHCID 58438583HCID 58438583, compound

Product 1

HCID 53385991HCID 53385991, compound

Procedure

Prepared according to the procedure outlined in Example 1 substituting (R)-tert-butoxycarbonylamino-(1-methyl-cyclopropyl)-acetic acid for Boc-D-tert-leucine and 2-(1-ethyl-1H-pyrazol-4-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxylic acid for 2-cyclopropyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2, 3-1)]pyrazine-7-carboxylic acid. MS: (M+H)+=422.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-2fd77aa251db49c8b091f5da9e0844c0
Source dataset
uspto-grants-2013_08
Patent number
US08518945B2

Reaction notes

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