Hydrochloric Acid → HCID 22827605, compound

HRID 2417852Notes

Reaction equation

HRID 2417852 reaction equation
[C:1]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][C@H:16]([NH:21][CH:22]1[CH2:29][CH2:28][CH2:27][C:26]2[CH:30]=[CH:31][CH:32]=[CH:33][C:25]=2[N:24]([CH2:34][C:35]([O:37]CC)=[O:36])[C:23]1=[O:40])[C:17]([O:19]C)=[O:18])([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].[OH-].[Na+].Cl>CO.O>[CH2:4]([O:3][C:1]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][C@H:16]([NH:21][CH:22]1[CH2:29][CH2:28][CH2:27][C:26]2[CH:30]=[CH:31][CH:32]=[CH:33][C:25]=2[N:24]([CH2:34][C:35]([OH:37])=[O:36])[C:23]1=[O:40])[C:17]([OH:19])=[O:18])=[O:2])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22827606HCID 22827606, compound

Product 1

HCID 22827605HCID 22827605, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 3-[(5-carbobenzyloxyamino-1-(S)-methoxycarbonylpentyl)amino]-1-ethoxycarbonylmethyl-3,4,5,6-tetrahydro-1-benzazocin-2-(1H)-one (isomer B) (3.2 g) in methanol (20 ml) is added to a solution of sodium hydroxide (1.0 g) in water (3 ml). The reaction mixture is stirred at room temperature for 2 hours then acidified by the addition of 2N hydrochloric acid. The solution is evaporated under reduced pressure to give 3-[(5-benzyloxycarbonylamino-1-(S)-carboxypentyl)amino]-1-carboxymethyl-3,4,5,6-tetrahydro-1-benzazocin-2-(1H)-one (Isomer B).

Workup

  1. customThe solution is evaporated under reduced pressure

Sources & evidence

ORD record
ord-313fcdc5fe3e4781b86138327363611b
Source dataset
uspto-grants-1984_09
Patent number
US04470988

Reaction notes

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