Benzylamine → Alafosfalin

HRID 328080Notes

Reaction equation

HRID 328080 reaction equation
C(N)C1C=CC=CC=1.C(OC([NH:19][C@H:20]([C:22]([NH:24][C@H:25]([P:27](=[O:30])([OH:29])[OH:28])[CH3:26])=[O:23])[CH3:21])=O)C1C=CC=CC=1>>[NH2:19][C@H:20]([C:22]([NH:24][C@H:25]([P:27](=[O:28])([OH:30])[OH:29])[CH3:26])=[O:23])[CH3:21]

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 13002188HCID 13002188, compound

Product 1

HCID 71957Alafosfalin

Procedure

In a manner analogous to Example 10(b), starting from the benzylamine salt of (1R)-1-[(N-benzyloxycarbonyl-L-alanyl)-amino]-ethylphosphonic acid there was obtained (1R)-1-(L-alanylamino)-ethylphosphonic acid of melting point 295°-296° C (decomposition); [α]D20 = -45.6° (c = 1% in water).

Sources & evidence

ORD record
ord-fffbfc6f27a741df9e98edb264585cb4
Source dataset
uspto-grants-1977_04
Patent number
US04016148

Reaction notes

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