Hydrogen Bromide → HCID 70567512, compound

HRID 1680565Notes

Reaction equation

HRID 1680565 reaction equation
C([NH:11][C@H:12]([C:20]([CH:22]1[C:29]2([NH2:31])[CH2:30][CH:25]3[CH2:26][CH:27]([CH2:32][C:23]1([C:33]([O:35][CH3:36])=[O:34])[CH2:24]3)[CH2:28]2)=[O:21])[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)(OCC1C=CC=CC=1)=O.[BrH:37]>C(O)(=O)C>[BrH:37].[NH2:11][C@H:12]([C:20]([CH:22]1[C:29]2([NH2:31])[CH2:30][CH:25]3[CH2:26][CH:27]([CH2:32][C:23]1([C:33]([O:35][CH3:36])=[O:34])[CH2:24]3)[CH2:28]2)=[O:21])[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 70566818HCID 70566818, compound

Product 1

HCID 70567512HCID 70567512, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To 3.58 grams of methyl carbobenzoxy-L-phenylalanyl-3-amino-1-adamantanecarboxylate dissolved in 10 ml of acetic acid is added 15 ml of a 5 M solution of hydrogen bromide in acetic acid, and the reaction mixture is allowed to stand for one hour at room temperature. The solvent is removed by distillation under vacuum and the residue is shaken with two 100 ml portions of hexane, then 100 ml of ether, to give methyl L-phenylalanyl-3-amino-1-adamantanecarboxylate hydrobromide which has the following structural formula ##STR14##

Workup

  1. customThe solvent is removed by distillation under vacuum

Sources & evidence

ORD record
ord-007d72f0184344c3838657551f8a6635
Source dataset
uspto-grants-1981_06
Patent number
US04273704

Reaction notes

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