Methyl D-alaninate hydrochloride → HCID 54488601, compound

HRID 2414560Notes

Reaction equation

HRID 2414560 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:8])[C@@H:5]([CH3:7])[NH2:6].[CH2:9]([O:13][C:14]1[CH:19]=[CH:18][C:17]([S:20](Cl)(=[O:22])=[O:21])=[CH:16][CH:15]=1)[C:10]#[C:11][CH3:12]>>[CH3:2][O:3][C:4](=[O:8])[C@H:5]([NH:6][S:20]([C:17]1[CH:16]=[CH:15][C:14]([O:13][CH2:9][C:10]#[C:11][CH3:12])=[CH:19][CH:18]=1)(=[O:22])=[O:21])[CH3:7]

Participants

3

Reactant 2

HCID 11182647Methyl D-alaninate hydrochlorideHCID 111959284-But-2-ynyloxy-benzenesulfonyl chloride

Product 1

HCID 54488601HCID 54488601, compound

Procedure

According to the procedure of Example 20, 0.500 g (3.58 mmol) of D-alanine methyl ester hydrochloride and 0.877 g (3.58 mmol) of 4-but-2-ynyloxy-benzenesulfonyl chloride provided 0.532 g of the NH-sulfonamide ester, (2R)-2-(4-but-2-ynyloxy-benzenesulfonylamino)-propionic acid methyl ester, as a white solid. Electrospray Mass Spec 312.1 (M+H)+

Sources & evidence

ORD record
ord-9f9feb416cc742bfbcb0124604dfb24c
Source dataset
uspto-grants-2004_11
Patent number
US06812227B2

Reaction notes

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