تفاعل #429097

ord-55594b42413e4a009c657b9a4a4d0272

معادلة التفاعل

CCCCCO[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1n1cnc2c(N)nc(N)nc21
2,6-diamino-9-(2'-O-pentyl-β-D-ribofuranosyl)purine
Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
adenosine
→
CCCCCO[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1n1cnc2c(=O)[nH]c(N)nc21
product
CCCCCO[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1n1cnc2c(=O)[nH]c(N)nc21
2'-O-Pentylguanosine

المتفاعلات

CCCCCO[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1n1cnc2c(N)nc(N)nc21
2,6-diamino-9-(2'-O-pentyl-β-D-ribofuranosyl)purine
Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
adenosine

الكواشف

لا شيء

المذيبات

O=P([O-])([O-])[O-].[Na+].[Na+].[Na+]
sodium phosphate
CS(C)=O
DMSO

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

الإجراء التجريبي

2,6-diamino-9-(2'-O-pentyl-β-D-ribofuranosyl)purine (1.9 g) in 0.1M sodium phosphate buffer (50 ml, pH 6.0) and DMSO (25 ml) was treated with adenosine deaminase (added in two aliquots--first aliquot 50 mg, second aliquot 80 mg) at 35° C. as per the procedure of Example 3 to yield 1.4 g of product. 1H NMR (DMSO-d6) δ0.8 (t, 3, CH3), 1.16 (m, 4, 2×CH2), 1.4 (m, 2, CH2), 3.38, 3.6 (m, 4, OCH2, H-5'), 3.93 (s, 1, H-4'), 4.28 (m, 2, H-2', H-3'), 5.17 (br, 2, 5', 3'-OH), 5.8 (d, 1, H-1'), 6.53 (br s, 2, NH2), 8.0 (s, 1, H-8) and 10.68 (br, 1, NH).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05856466uspto-grants-1999_01