HCID 86756334, compound → Sampatrilat

HRID 567941Notes

Reaction equation

HRID 567941 reaction equation
O.[C:2]([C@H:5]([CH2:27][NH:28][C:29](=[O:41])[C@H:30]([CH2:36][CH2:37][CH2:38][CH2:39][NH2:40])[NH:31][S:32]([CH3:35])(=[O:34])=[O:33])[CH2:6][C:7]1([C:12]([NH:14][C@H:15]([C:24]([OH:26])=[O:25])[CH2:16][C:17]2[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=2)=[O:13])[CH2:11][CH2:10][CH2:9][CH2:8]1)([OH:4])=[O:3]>O>[C:2]([C@H:5]([CH2:27][NH:28][C:29](=[O:41])[C@H:30]([CH2:36][CH2:37][CH2:38][CH2:39][NH2:40])[NH:31][S:32]([CH3:35])(=[O:34])=[O:33])[CH2:6][C:7]1([C:12]([NH:14][C@H:15]([C:24]([OH:26])=[O:25])[CH2:16][C:17]2[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=2)=[O:13])[CH2:11][CH2:10][CH2:9][CH2:8]1)([OH:4])=[O:3]

Participants

3

Reactant 1

HCID 86756334HCID 86756334, compound

Product 1

HCID 6324648Sampatrilat

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

(S,S,S)-N-(1-[2-Carboxy-3-(N2-mesyllysylamino)propyl]-1-cyclopentylcarbonyl)tyrosine hydrate (the δ-form, see Preparation 2) (20.0 g) was dissolved in water (250 ml) at room temperature and the clear solution frozen using a solid carbon dioxide/acetone bath. The solid mass was freeze dried to yield the title compound as a white solid (19.0 g). This material decomposed slowly over the temperature range 155-170° C.

Workup

  1. customPreparation 2) (20.0 g)
  2. temperaturethe clear solution frozen
  3. customdried

Sources & evidence

ORD record
ord-ca594d0521c74ade8644953646740781
Source dataset
uspto-grants-2001_01
Patent number
US06180665B2

Reaction notes

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