BOC-D-alanine → HCID 67966960, compound

HRID 527549Notes

Reaction equation

HRID 527549 reaction equation
CC(N([C@H](C)C([NH:12][C:13]1[CH:14]=[N:15][C:16]([O:19][C:20]2[C:25]3[C:26]([CH3:30])([CH3:29])[CH2:27][O:28][C:24]=3[CH:23]=[CH:22][CH:21]=2)=[CH:17][CH:18]=1)=O)C(=O)[O-])(C)C.CC(OC(N[C@@H](C(O)=O)C)=O)(C)C.[CH3:45][C:46]([O:49][C:50]([NH:52][C@H:53]([CH2:57][CH3:58])[C:54]([OH:56])=O)=[O:51])([CH3:48])[CH3:47]>>[CH3:29][C:26]1([CH3:30])[C:25]2[C:20]([O:19][C:16]3[N:15]=[CH:14][C:13]([NH:12][C:54]([C@H:53]([NH:52][C:50](=[O:51])[O:49][C:46]([CH3:45])([CH3:47])[CH3:48])[CH2:57][CH3:58])=[O:56])=[CH:18][CH:17]=3)=[CH:21][CH:22]=[CH:23][C:24]=2[O:28][CH2:27]1

Participants

4

Reactant 3

HCID 637606BOC-D-alanineHCID 2755936(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acidHCID 86698422HCID 86698422, compound

Product 1

HCID 67966960HCID 67966960, compound

Procedure

The title compound was made in a similar fashion to the preparation of Intermediate 60 replacing N-{[(1,1-dimethylethyl)oxy]carbonyl}-D-alanine with (2R)-2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)butanoic acid (66.6 mg). This afforded 78 mg of the title compound.

Sources & evidence

ORD record
ord-20eb61e7c7b54db8a79378859b5f2236
Source dataset
uspto-grants-2016_05
Patent number
US09346790B2

Reaction notes

Loading…