Reaction #1810803

ord-3dbeb131fff14f5c8f875c9d5060d5c9

Reaction equation

CC(C)(C)OC(=O)NC1CCC(N)CC1
(4-amino-cyclohexyl)-carbamic acid tert-butyl ester
CCOC(=O)N=C=S
ethoxycarbonyl-isothiocyanat
→
CCOC(=O)NC(=S)N[C@H]1CC[C@H](NC(=O)OC(C)(C)C)CC1
[trans-4-(3-Ethoxycarbonyl-thioureido)cyclohexyl]carbamic acid tert-butyl ester

Reactants

CC(C)(C)OC(=O)NC1CCC(N)CC1
(4-amino-cyclohexyl)-carbamic acid tert-butyl ester
CCOC(=O)N=C=S
ethoxycarbonyl-isothiocyanat

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherthe mixture obtained
  2. 2
    OtherThe precipitate formed
  3. 3
    Filtrationis filtered
  4. 4
    Washwashed with diethylether

Procedure

To a solution of 1.10 g of (4-amino-cyclohexyl)-carbamic acid tert-butyl ester in 25 ml of EtAc 0.58 ml of ethoxycarbonyl-isothiocyanat are added and the mixture obtained is stirred at RT. The precipitate formed is filtered and washed with diethylether. [trans-4-(3-Ethoxycarbonyl-thioureido)cyclohexyl]carbamic acid tert-butyl ester is obtained.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07485632B2uspto-grants-2009_02