Reaction #43381

ord-8f4b3566191e416c96e521dd4b17495a

Reaction equation

CC(C)(C)c1cc(Cl)sc1C(=O)O
tert.-butyl 5-chloro-thiophene-2-carboxylic acid
C[C@@H](N)C(=O)[O-]
(R)-2-amino-propionate
CN(C)C(On1nnc2ccccc21)=[N+](C)C.F[B-](F)(F)F
TBTU
CN1CCOCC1
NMM
→
C[C@@H](NC(=O)c1ccc(Cl)s1)C(=O)OC(C)(C)C
tert.-butyl(R)-2-[(5-chloro-thiophene-2-carbonyl)-amino]-propionate

Reactants

CC(C)(C)c1cc(Cl)sc1C(=O)O
tert.-butyl 5-chloro-thiophene-2-carboxylic acid
C[C@@H](N)C(=O)[O-]
(R)-2-amino-propionate
CN(C)C(On1nnc2ccccc21)=[N+](C)C.F[B-](F)(F)F
TBTU
CN1CCOCC1
NMM

Reagents

None

Solvents

C1CCOC1
THF

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

Prepared analogously to Example 1a from tert.-butyl 5-chloro-thiophene-2-carboxylic acid and (R)-2-amino-propionate with TBTU and NMM in THF.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07732466B2uspto-grants-2010_06