4-Methylmorpholine → tert.-butyl(R)-2-[(5-chloro-thiophene-2-carbonyl)-amino]-propionate

HRID 15103

Reaction equation

HRID 15103 reaction equation
C([C:5]1[CH:9]=[C:8]([Cl:10])[S:7][C:6]=1[C:11]([OH:13])=O)(C)(C)C.[NH2:14][C@H:15]([CH3:19])[C:16]([O-:18])=[O:17].CN(C(ON1N=NC2C=C[CH:33]=[CH:34][C:29]1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[CH3:42]N1CCOCC1>C1COCC1>[Cl:10][C:8]1[S:7][C:6]([C:11]([NH:14][C@H:15]([CH3:19])[C:16]([O:18][C:34]([CH3:33])([CH3:29])[CH3:42])=[O:17])=[O:13])=[CH:5][CH:9]=1

Participants

6

Reactant 4

HCID 79724-MethylmorpholineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 5460978D-alaninateHCID 68637263Tert.-butyl 5-chloro-thiophene-2-carboxylic acid

Product 1

HCID 68637194tert.-butyl(R)-2-[(5-chloro-thiophene-2-carbonyl)-amino]-propionate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

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.

Sources & evidence

ORD record
ord-8f4b3566191e416c96e521dd4b17495a
Source dataset
uspto-grants-2010_06
Patent number
US07732466B2

Linked notes

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