Hydrochloric Acid → (1R*,2S*)-4-[(1-ethoxycarbonyl)cyclopropan-1-yl]amino-1,2-cyclohexanediamine hydrochloride

HRID 459539Notes

Reaction equation

HRID 459539 reaction equation
C(OC([N:8](C(OC(C)(C)C)=O)[C@@H:9]1[CH2:14][CH2:13][CH:12]([NH:15][C:16]2([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:18][CH2:17]2)[CH2:11][C@@H:10]1[NH2:24])=O)(C)(C)C.C(O)C.[ClH:35]>ClCCl>[ClH:35].[CH2:22]([O:21][C:19]([C:16]1([NH:15][CH:12]2[CH2:13][CH2:14][C@@H:9]([NH2:8])[C@@H:10]([NH2:24])[CH2:11]2)[CH2:17][CH2:18]1)=[O:20])[CH3:23]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 68910855(1R*,2S*)-N,N-Bis(tert-butoxycarbonyl)-4-[(1-ethoxycarbonyl)cyclopropan-1-yl]amino-1,2-cyclohexanediamine

Product 1

HCID 68909600(1R*,2S*)-4-[(1-ethoxycarbonyl)cyclopropan-1-yl]amino-1,2-cyclohexanediamine hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(1R*,2S*)-N,N-Bis(tert-butoxycarbonyl)-4-[(1-ethoxycarbonyl)cyclopropan-1-yl]amino-1,2-cyclohexanediamine (Stereoisomer A) (1.34 g) was dissolved in dichloromethane (20 ml), a saturated ethanol solution (20 ml) of hydrochloric acid was added, and the mixture was stirred for 90 minutes. The solvent was distilled off under reduced pressure to obtain (1R*,2S*)-4-[(1-ethoxycarbonyl)cyclopropan-1-yl]amino-1,2-cyclohexanediamine hydrochloride (Stereoisomer A) (1.07 g) as a colorless solid.

Workup

  1. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-b9925614461241e4accbc620df640fd3
Source dataset
uspto-grants-2007_03
Patent number
US07192968B2

Reaction notes

Loading…