Hydrochloric Acid → HCID 86756867, compound

HRID 1979186Notes

Reaction equation

HRID 1979186 reaction equation
O1CCCCC1[O:7][NH:8][C:9]([C@H:11]([C@@H:21]([CH2:44][CH:45]([CH3:47])[CH3:46])[C:22]([NH:24][N:25]([CH2:40][CH:41]([CH3:43])[CH3:42])[C:26](=[O:39])[C@H:27]1[CH2:31][CH2:30][CH2:29][N:28]1C(OC(C)(C)C)=O)=[O:23])[CH2:12]/[CH:13]=[CH:14]/[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:10].[ClH:48]>O1CCOCC1.C(OCC)C>[ClH:48].[OH:7][NH:8][C:9]([C@H:11]([C@@H:21]([CH2:44][CH:45]([CH3:47])[CH3:46])[C:22]([NH:24][N:25]([CH2:40][CH:41]([CH3:42])[CH3:43])[C:26](=[O:39])[C@H:27]1[CH2:31][CH2:30][CH2:29][NH:28]1)=[O:23])[CH2:12]/[CH:13]=[CH:14]/[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:10]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86756869HCID 86756869, compound

Product 1

HCID 86756867HCID 86756867, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent2×

Procedure

A solution of 0.656 g of (E)-2(R)-[1(S)-[(tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenyl-3-butenyl]-2′-isobutyl-2′-(N-tert.-butoxycarbonyl-D-prolyl)-4-methylvalerohydrazide in 8 ml of dioxan was treated with 4 ml of 4M hydrogen chloride in dioxan. The mixture was stirred for 2 hours at room temperature and diluted with diethyl ether. The solid was filtered off, washed with diethyl ether and dried to give 0.367 g of (E)-2(R)-[1(S)-(hydroxycarbamoyl)-4-phenyl-3-butenyl]-2′-isobutyl-2′-(D-prolyl)-4-methylvalerohydrazide hydrochloride in the form of a white solid.

Workup

  1. filtrationThe solid was filtered off
  2. washwashed with diethyl ether
  3. customdried

Sources & evidence

ORD record
ord-847ec17570694b6082648ad67606bef6
Source dataset
uspto-grants-2001_05
Patent number
US06239151B1

Reaction notes

Loading…