تفاعل #1519076

معادلة التفاعل

alanine

tris(hydroxymethyl)phosphine

174.09

→

2-[({Bis-[(1-carboxy-ethylamino)-methyl]-phosphanyl}-methyl)-amino]-propionic acid

المردود 95.0%

المذيبات

water

water

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solvent was removed in vacuo
2. 2
   أخرىto obtain a solid
3. 3
   غسيلThe residue was washed in methanol (3×15 mL)
4. 4
   أخرىdried in vacuo
5. 5
   أخرىto yield the analytically pure compound (THPAL) in 95% yield (2.58 g) as a white solid

الإجراء التجريبي

As shown in Scheme II, alanine (2.15 g, 24.19 mmol) in 25 mL of distilled water was added to tris(hydroxymethyl)phosphine (1.00 g, 8.06 mmol) in water (15 mL) at 25° C. The reaction was stirred under dry nitrogen for one hour. The solvent was removed in vacuo to obtain a solid. The residue was washed in methanol (3×15 mL) and dried in vacuo to yield the analytically pure compound (THPAL) in 95% yield (2.58 g) as a white solid; ESI/MS calcd for C12H24N3O6P [M+H]+ 337.31, found 338.20; Anal. (calcd) for C12H24N3O6P: C, 42.73, H, 7.17. N 12.46. Found: C, 43.21, H, 7.54, N, 11.76; 1H NMR (D2O, 300 MHz): δ1.37 (d, 9H, —CH(CH3), 3.47 (d, 6H, P—(CH2)), 3.65 (q, 3H, —CH(CH3); 13C NMR (D2O, 75 MHz): δ14.84 (s, —CH(CH3), 42.65 (d, P—CH2, 1JP-C=12.83 Hz), 59.36 (d, CH(CH3), 3JP-C=5.30 Hz), 174.09 (s, —COOH); 31P{1H} NMR (D2O, 121.5 MHz): −39.50 (s).

المصدر