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Sigma-Aldrich

2-氰乙基 N,N,N′,N′-四异丙基亚磷酰二胺

97%

别名:

双(二异丙基氨基)(2-氰乙氧基)膦

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About This Item

线性分子式:
{[(CH3)2CH]2N}2POCH2CH2CN
CAS号:
102691-36-1
分子量:
301.41
Beilstein:
3590103
MDL號碼:
MFCD00012213
分類程式碼代碼:
12352100
PubChem物質ID:
24858468
NACRES:
NA.22

化驗

97%

形狀

liquid

折射率

n20/D 1.470 (lit.)

bp

100 °C/0.5 mmHg (lit.)

密度

0.949 g/mL at 25 °C (lit.)

儲存溫度

−20°C

SMILES 字串

CC(C)N(C(C)C)P(OCCC#N)N(C(C)C)C(C)C

InChI

1S/C15H32N3OP/c1-12(2)17(13(3)4)20(19-11-9-10-16)18(14(5)6)15(7)8/h12-15H,9,11H2,1-8H3

InChI 密鑰

RKVHNYJPIXOHRW-UHFFFAOYSA-N

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應用

2-氰基乙基N,N,N′,N′-四异丙基亚磷酰二胺被用于：
  • 制备合成12-聚体寡脱氧核苷酸所需的亚磷酰胺试剂
  • 作为合成1,2-二酰基-sn-甘油磷脂酰丝氨酸的磷酸化试剂
  • 脱氧核糖核苷亚磷酰胺的原位 制备
  • 制备2′-脱氧-2′-氟-3′-O-(β-氰基乙基-N,N-二异丙基磷酰基)-5′-O-(4-甲氧基三苯甲基)-4′-硫代-β-D-阿拉伯尿苷和1-(3-O-(β-氰基乙基-N,N-二异丙基磷酰基)-2-脱氧-2-氟-5-O-(4,4′-二甲氧基三苯甲基)-4-硫代-β-D-阿拉伯糖)-胸腺嘧啶
  • 作为亚磷酸化核苷酸的合成试剂

相關產品

产品编号
说明
价格

象形圖

FlameExclamation mark
GHS02,GHS07

訊號詞

Warning

危險分類

Acute Tox. 4 Oral - Aquatic Chronic 3 - Flam. Liq. 3 - Skin Sens. 1B

儲存類別代碼

3 - Flammable liquids

水污染物質分類（WGK）

WGK 2

閃點（°F）

119.3 °F - closed cup

閃點（°C）

48.5 °C - closed cup

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves

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Vyacheslav V Filichev et al.
Bioorganic & medicinal chemistry, 12(11), 2843-2851 (2004-05-15)
Hexofuranosyl nucleosides are considered as conformationally restricted acyclic nucleosides using a furanose ring to link the diol backbone to the nucleobase. The phosphoramidite of 1-(2,3-dideoxy-beta-D-erythro-hexofuranosyl)thymine was synthesized from thymidine with formation of a new stereocentre at C-5' and the nucleoside
Lubomir V Nechev et al.
Chemical research in toxicology, 15(5), 607-613 (2002-05-23)
3-(2-Deoxy-beta-D-erythro-pentofuranosyl)-6-hydroxy-5,6,7,8-tetrahydropyrimido[1,2-a]purin-10(3H)-one is formed in low yield by the reaction of acrolein with 2'-deoxyguanosine. The nucleoside and an oligodeoxynucleotide containing it have been synthesized. For preparation of the nucleoside 2'-deoxyguanosine was alkylated at the N1 position using 1-bromo-3-butene to give 1-(3-butenyl)-2'-deoxyguanosine.
Arvind Misra et al.
Bioconjugate chemistry, 15(3), 638-646 (2004-05-20)
Synthesis of modified oligonucleotides in which the specific cytidine nucleoside analogues linked at 2'-OH position via a carbamate bond with an amino ethyl derivative of dansyl fluorophore is reported. For the multiple labeling of oligonucleotides, a strategy involving prelabeling at
Improved synthesis of (Pri2 N)2POCH2CH2CN.
J Nielsen et al.
Nucleic acids research, 15(8), 3626-3626 (1987-04-24)
Jonathan K Watts et al.
Nucleic acids research, 35(5), 1441-1451 (2007-02-08)
The synthesis of oligonucleotides containing 2'-deoxy-2'-fluoro-4'-thioarabinonucleotides is described. 2'-Deoxy-2'-fluoro-5-methyl-4'-thioarabinouridine (4'S-FMAU) was incorporated into 18-mer antisense oligonucleotides (AONs). 4'S-FMAU adopts a predominantly northern sugar conformation. Oligonucleotides containing 4'S-FMAU, unlike those containing FMAU, were unable to elicit E. coli or human RNase
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