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Structure

2'-Deoxyadenosine

CAS
958-09-8
Catalog Number
ACM958098
Category
Other Products
Molecular Weight
251.24
Molecular Formula
C10H13N5O3

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Specification

Synonyms
Adenine deoxy nucleoside
IUPAC Name
(2R,3S,5R)-5-(6-Aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
Canonical SMILES
C1C(C(OC1N2C=NC3=C(N=CN=C32)N)CO)O
InChI
InChI=1S/C10H13N5O3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(17)6(2-16)18-7/h3-7,16-17H,1-2H2,(H2,11,12,13)/t5-,6+,7+/m0/s1
InChI Key
OLXZPDWKRNYJJZ-RRKCRQDMSA-N
Boiling Point
394.4 °C
Melting Point
187-189 °C
Flash Point
333.1 °C
Density
1.2938 g/cm³
Solubility
Soluble in water, caustic soda
Appearance
White powder
Storage
Keep in dark place, inert atmosphere, 2-8 °C
Complexity
307
Exact Mass
251.10183929
Isomeric SMILES
C1[C@@H]([C@H](O[C@H]1N2C=NC3=C(N=CN=C32)N)CO)O
Monoisotopic Mass
251.10183929
Refractive Index
1.761
Topological Polar Surface Area
119 Ų

Upstream Synthesis Route 1

  • 91713-46-1
  • 958-09-8

Reference: [1]Kazimierczuk, Zygmunt; Cottam, Howard B.; Revankar, Ganapathi R.; Robins, Roland K.
[Journal of the American Chemical Society, 1984, vol. 106, # 21, p. 6379 - 6382]

Upstream Synthesis Route 2

  • 84828-84-2
  • 958-09-8

Reference: [1]Fukukawa, Kiyofumi; Ueda, Tohru; Hirano, Takao
[Chemical and pharmaceutical bulletin, 1983, vol. 31, # 6, p. 1842 - 1847]
[2]Robins; Wilson; Hansske
[Journal of the American Chemical Society, 1983, vol. 105, # 12, p. 4059 - 4065]
[3]Robins, Morris J.; Wilson, John S.
[Journal of the American Chemical Society, 1981, vol. 103, # 4, p. 932 - 933]
[4]Takamatsu, Satoshi; Katayama, Satoshi; Hirose, Naoko; Naito, Masaki; Izawa, Kunisuke
[Tetrahedron Letters, 2001, vol. 42, # 43, p. 7605 - 7608]

Downstream Synthesis Route 1

  • 958-09-8
  • 890-38-0
  • 34371-14-7

Reference: [1] Photochemistry and Photobiology, 1999, vol. 70, # 2, p. 152 - 158

Downstream Synthesis Route 2

  • 958-09-8
  • 64325-78-6

Reference: [1] Helvetica Chimica Acta, 1982, vol. 65, # 8, p. 2372 - 2393
[2] Journal of the American Chemical Society, 1982, vol. 104, # 5, p. 1316 - 1319

Downstream Synthesis Route 3

  • 958-09-8
  • 5536-17-4
  • 58-61-7
  • 524-69-6

Reference: [1] Doklady Chemistry, 1987, vol. 296, # 10, p. 431 - 434[2] Dokl. Akad. Nauk SSSR Ser. Khim., 1987, vol. 296, # 4, p. 872 - 876

* For details of the synthesis route, please refer to the original source to ensure accuracy.

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