Hydrogen Bromide → HCID 22827677, compound

HRID 2418187Notes

Reaction equation

HRID 2418187 reaction equation
C([O:5][C:6](=[O:48])[C@H:7]([CH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)[NH:8][C:9](=[O:40])[CH2:10][N:11]([C:21](=[O:39])[C@H:22]([CH3:38])[NH:23][C@@H:24]([C:33]([O:35][CH2:36][CH3:37])=[O:34])[CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH:12]1[CH2:20][C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:13]1)(C)(C)C.[BrH:49].CCOCC>C(O)(=O)C>[BrH:49].[CH2:36]([O:35][C:33]([C@H:24]([NH:23][C@H:22]([C:21]([N:11]([CH:12]1[CH2:13][C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:20]1)[CH2:10][C:9]([NH:8][C@H:7]([C:6]([OH:48])=[O:5])[CH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)=[O:40])=[O:39])[CH3:38])[CH2:25][CH2:26][C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)=[O:34])[CH3:37]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 3283Diethyl EtherHCID 13385098HCID 13385098, compound

Product 1

HCID 22827677HCID 22827677, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

N-[1(R)-Ethoxycarbonyl-3-phenylpropyl]-L-alanyl-N-(2-indanyl)glycyl-L-phenylalanine tert-butyl ester (0.2 g) is dissolved in 0.5 ml of acetic acid and shaken with 1 ml of 30% hydrogen bromide in acetic acid for 10 minutes, followed by addition of 50 ml of ether and 50 ml of petroleum ether. The supernatant is decanted off and petroleum ether is added to the residue. The solid substance is collected by filtration and dried to give 0.18 g of N-[1(R)-ethoxycarbonyl-3-phenylpropyl]-L-alanyl-N-(2-indanyl)glycyl-L-phenylalanine hydrobromide as powder.

Workup

  1. customThe supernatant is decanted off
  2. additionpetroleum ether is added to the residue
  3. filtrationThe solid substance is collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-4cd9da0f174a45bd84dec144cd73707a
Source dataset
uspto-grants-1984_09
Patent number
US04472383

Reaction notes

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