Diethyl Ether → HCID 86755925, compound

HRID 365426Notes

Reaction equation

HRID 365426 reaction equation
C(OC(=O)[NH:7][C@H:8]([C:22](=[O:24])[NH2:23])[CH2:9][CH2:10][CH2:11][CH2:12][NH:13][C:14]([O:16][CH2:17][C:18]([Cl:21])([Cl:20])[Cl:19])=[O:15])(C)(C)C.C(OCC)C>Cl.C(OCC)(=O)C>[ClH:19].[Cl:19][C:18]([Cl:20])([Cl:21])[CH2:17][O:16][C:14](=[O:15])[NH:13][CH2:12][CH2:11][CH2:10][CH2:9][C@H:8]([NH2:7])[C:22](=[O:24])[NH2:23]

Participants

5

Reactant 2

HCID 3283Diethyl EtherHCID 53863840HCID 53863840, compound

Product 1

HCID 86755925HCID 86755925, compoundYield 181.7%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8857Ethyl AcetateSolvent

Procedure

[(1S)-1-carbamoyl-5-(2,2,2-trichloroethoxycarbonylamino)pentyl]carbamic acid tert butyl ester (39.5 g; 94 mmole) was dissolved in a solution of hydrogen chloride in ethyl acetate (1.5 M, 300 ml) and stirred for 30 min. Diethyl ether (300 ml) was added and the precipitate was filtered and dried to afford 30.5 g of ((5S)-5-amino-5-carbamoylpentyl)carbamic acid 2,2,2-trichloroethyl ester hydrochloride.

Workup

  1. filtrationthe precipitate was filtered
  2. customdried

Sources & evidence

ORD record
ord-51ce729462d246598af54180cc2f29e2
Source dataset
uspto-grants-2000_10
Patent number
US06127341

Reaction notes

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