N-(tert-butoxycarbonyl)glycine → HCID 67347072, compound

HRID 1670042Notes

Reaction equation

OC(C(F)(F)F)=O.[NH2:8][C@H:9]([CH2:34][C:35]1[CH:40]=[CH:39][C:38]([Cl:41])=[CH:37][CH:36]=1)[C:10]([NH:12][N:13]1[CH2:17][CH2:16][C@H:15]([N:18]([CH:28]2[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]2)[C:19](=[O:27])[C@H:20]([CH3:26])[CH2:21][O:22][C:23](=[O:25])[CH3:24])[CH2:14]1)=[O:11].[NH:42]([C:47]([O:49][C:50]([CH3:53])([CH3:52])[CH3:51])=[O:48])[CH2:43][C:44](O)=[O:45]>>[C:47]([NH:42][CH2:43][C:44]([NH:8][C@H:9]([CH2:34][C:35]1[CH:40]=[CH:39][C:38]([Cl:41])=[CH:37][CH:36]=1)[C:10]([NH:12][N:13]1[CH2:17][CH2:16][C@H:15]([N:18]([CH:28]2[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]2)[C:19](=[O:27])[C@H:20]([CH3:26])[CH2:21][O:22][C:23](=[O:25])[CH3:24])[CH2:14]1)=[O:11])=[O:45])([O:49][C:50]([CH3:51])([CH3:52])[CH3:53])=[O:48]

Participants

Reactant 2

HCID 78288N-(tert-butoxycarbonyl)glycine

HCID 86612825HCID 86612825, compound

Product 1

HCID 67347072HCID 67347072, compound

Procedure

The title compound was prepared following the procedure described in Step A of Example 1 using (2R)-2-amino-N-{(3S)-3-[cyclohexyl((2R)-2-methyl-3-acetyloxypropionyl)amino]pyrrolidine-1-yl}-3-(4-chlorophenyl)propionamide prepared in Step B of Example 187 and N-BOC-Gly.

Sources & evidence

ORD record: ord-3fb545dc740642c69e036dad411ea081
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07989634B2

Reaction notes

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