Reaction #1884970

ord-c1ac1dcdfce940458d5073160d82ee97

Reaction equation

CC(C)(C)NC(=O)O.COCC1(S(N)(=O)=O)CC1
1-methoxymethylcyclopropylsulfonylamine tert-butyl-carbamate
CCCN=C=O
n-propyl isocyanate
→
CC(C)(C)NC(=O)O.CCCNC(=O)C1(S(N)(=O)=O)CC1
1-propylcarbamoylcyclopropanesulfonamide tert-butylcarbamate
Yield 100.0%

Reactants

CC(C)(C)NC(=O)O.COCC1(S(N)(=O)=O)CC1
1-methoxymethylcyclopropylsulfonylamine tert-butyl-carbamate
CCCN=C=O
n-propyl isocyanate

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThis compound was obtained in a crude 100% yield
  2. 2
    OtherThe compound was taken directly into the next reaction without purification

Procedure

This compound was obtained in a crude 100% yield according to the procedure described for the synthesis of 1-methoxymethylcyclopropylsulfonylamine tert-butyl-carbamate except that 1.10 equivalents of n-propyl isocyanate was used as the electrophile. The compound was taken directly into the next reaction without purification: 1H NMR (CDCl3) δ 0.10 (m, 2H), 0.51 (m, 2H), 0.67 (m, 1H), 1.10 (m, 2H), 1.49 (s, 9H), 1.62 (m, 2H), 1.87 (d, J=7.0 Hz, 2H).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08343477B2uspto-grants-2013_01