Reaction #1605753

ord-d52567ee781d43a1834b2a958d10472c

Reaction equation

O=C(Cl)c1ccc2c(c1)OCO2
benzo[d][1,3]dioxole-5-carbonyl chloride
COC(=O)[C@H](N)CC(C)C.Cl
D-leucine methyl ester hydrochloride
COC(=O)[C@@H](CC(C)C)NC(=O)c1ccc2c(c1)OCO2
(R)-methyl 2-(benzo[d][1,3]dioxole-6-carboxamido)-4-methylpentanoate
Yield 83.0%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

Prepared in a similar manner to example 1 using benzo[d][1,3]dioxole-5-carbonyl chloride and D-leucine methyl ester hydrochloride. Yield: 83%. 1H NMR (500 MHz, CDCl3): δ 0.98 (m, 6H); 1.63-1.67 (m, 1H); 1.71-1.76 (m, 2H); 3.76 (s, 3H); 4.83 (m, 1H); 6.03 (s, 2H); 6.38 (d, 1H); 6.83 (d, 1H); 7.32 (s, 1H); 7.33 (d, 1H). MS (M+H, 294). m.p: 89-90° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09072313B2uspto-grants-2015_07