2-(3-{[(Benzyloxy)carbonyl]amino}oxetan-3-yl)acetic acid → 2-Oxo-2-[4-(pentafluoro-lambda6-sulfanyl)phenyl]ethyl (3-{[(benzyloxy)carbonyl]amino}oxetan-3-yl)acetate

HRID 1523289Notes

Reaction equation

HRID 1523289 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C:12]1([CH2:16][C:17]([OH:19])=[O:18])[CH2:15][O:14][CH2:13]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:21][C:22]([C:24]1[CH:29]=[CH:28][C:27]([S:30]([F:35])([F:34])([F:33])([F:32])[F:31])=[CH:26][CH:25]=1)=[O:23]>>[CH2:1]([O:8][C:9]([NH:11][C:12]1([CH2:16][C:17]([O:19][CH2:21][C:22](=[O:23])[C:24]2[CH:29]=[CH:28][C:27]([S:30]([F:35])([F:31])([F:32])([F:33])[F:34])=[CH:26][CH:25]=2)=[O:18])[CH2:13][O:14][CH2:15]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 895254372-(3-{[(Benzyloxy)carbonyl]amino}oxetan-3-yl)acetic acidHCID 1176012422-Bromo-1-[4-(pentafluoro-lambda6-sulfanyl)phenyl]ethanone

Product 1

HCID 1317331202-Oxo-2-[4-(pentafluoro-lambda6-sulfanyl)phenyl]ethyl (3-{[(benzyloxy)carbonyl]amino}oxetan-3-yl)acetate

Procedure

Prepared by Method E using (3-{[(benzyloxy)carbonyl]amino}oxetan-3-yl)acetic acid (Preparation 25, 0.647 g, 2.44 mmol) and 2-bromo-1-[4-(pentafluoro-λ6-sulfanyl)phenyl]-ethanone (Preparation 40, 0.793 g, 2.44 mmol) to afford the title compound.

Workup

  1. customPrepared by Method E

Sources & evidence

ORD record
ord-b96427a15bfc46db898487a9dcf54de2
Source dataset
uspto-grants-2015_07
Patent number
US09079878B2

Reaction notes

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