Z-Phg-OH → HCID 59085892, compound

HRID 397704Notes

Reaction equation

[CH:1]1([CH2:7][S:8]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][C@H:12]2/[C:17](=[N:19]/[OH:20])/[NH2:18])(=[O:10])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:21]([O:28][C:29]([NH:31][C@@H:32]([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[C:33](O)=[O:34])=[O:30])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[NH2:18]/[C:17](=[N:19]\[O:20][C:33](=[O:34])[C@@H:32]([NH:31][C:29](=[O:30])[O:28][CH2:21][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)/[C@@H:12]1[CH2:13][CH2:14][CH2:15][CH2:16][N:11]1[S:8]([CH2:7][CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1)(=[O:9])=[O:10]

Participants

Reactant 2

HCID 819214Z-Phg-OH

HCID 59085897HCID 59085897, compound

Product 1

HCID 59085892HCID 59085892, compound

Procedure

The title compound was prepared by a similar method to Preparation 5 from (Z)-(2S)-1-[cyclohexylmethylsulfonyl]-N′2-hydroxy-2-piperidinecarboximidamide [see Preparation 28] and (2S)-2-{[(benzyloxy)carbonyl]amino}-2-phenylethanoic acid to afford benzyl N-[(1S)-2-{[((Z)-amino{(2S)-1-[(cyclohexylmethyl)sulfonyl]piperidyl}methylidene)amino]oxy}-2-oxo-1-phenylethyl]carbamate as an oil.

Sources & evidence

ORD record: ord-30268ab4160b49859fc1733774d97be2
Source dataset: uspto-grants-2003_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06610707B1

Reaction notes

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