151587-58-5

Basic information

• Product Name: N1-(Pivaloyloxy)Methyl-N2-(diMethylaMino)Methylene 9-Deazaguanine
• Synonyms: N1-(Pivaloyloxy)Methyl-N2-(diMethylaMino)Methylene 9-Deazaguanine;2,2-DiMethyl-propanoic Acid [2-[[(DiMethylaMino)Methylene]aMino]-4,5-dihydro-4-oxo-3H-pyrrolo[3,2-d]pyriMidin-3-yl]Methyl Ester
• CAS NO: 151587-58-5
• Molecular Formula: C₁₅H₂₁N₅O₃
• Molecular Weight: 318.351
• Product Categories: Bases & Related Reagents;Intermediates;Nucleotides
• Mol File: 151587-58-5.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Solubility: Dichloromethane, Ethyl Acetate
• CAS DataBase Reference: N1-(Pivaloyloxy)Methyl-N2-(diMethylaMino)Methylene 9-Deazaguanine(CAS DataBase Reference)
• NIST Chemistry Reference: N1-(Pivaloyloxy)Methyl-N2-(diMethylaMino)Methylene 9-Deazaguanine(151587-58-5)
• EPA Substance Registry System: N1-(Pivaloyloxy)Methyl-N2-(diMethylaMino)Methylene 9-Deazaguanine(151587-58-5)

Safety Data

• Hazardous Substances Data: 151587-58-5(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Powder

Uses

9-Deazaguanosine intermendiate.

Upstream product

• 151587-57-4 2,2-Dimethyl-propionic acid 2-(dimethylamino-methyleneamino)-4-((E)-2-dimethylamino-vinyl)-5-nitro-6-oxo-6H-pyrimidin-1-ylmethyl ester 
• 4214-85-1 2-amino-6-methyl-5-nitro-4(3H)-oxopyrimidine 
• 3977-29-5 2-amino-6-methyl-3H-pyrimidin-4-one 
• 151587-54-1 2-<<(N,N-Dimethylamino)methylene>amino>-6-methyl-5-nitro-4(3H)-oxopyrimidine 
• 151587-55-2 2-<<(N,N-Dimethylamino)methylene>amino>-6-methyl-5-nitro-4(3H)-oxo-3-<(pivaloyloxy)methyl>pyrimidine 
• 18997-19-8 Chloromethyl pivalate 

Downstream Products

• 65996-58-9 9-deazaguanine 
• 169134-90-1 tert-Butyl 4-<3-<2-<<(N,N-dimethylamino)methylene>amino>-3-<(pivaloyloxy)methyl>-4(3H)-oxo-5H-pyrrolo<3,2-d>pyrimidin-5-yl>propyl>benzoate 
• 84740-98-7 4-t-butyloxycarbonylstyrene 
• 169134-86-5 tert-Butyl 4-<2-<2-<<(N,N-dimethylamino)methylene>amino>-4(3H)-oxo-3-<(pivaloyloxy)methyl>-5H-pyrrolo<3,2-d>pyrimidin-5-yl>ethyl>benzoate 
• 396650-34-3 5-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-2-{[(dimethylamino)methylidene]amino}-3,5-dihydro-3-[(pivaloyloxy)methyl]-4H-pyrrolo[3,2-d]pyrimidin-4-one 
• 396650-35-4 7-bromo-5-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-2-{[(dimethylamino)methylidene]amino}-3,5-dihydro-3-[(pivaloyloxy)methyl]-4H-pyrrolo[3,2-d]pyrimidin-4-one 
• 396650-36-5 5-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-2-{[(dimethylamino)methylidene]amino}-3,5-dihydro-7-iodo-3-[(pivaloyloxy)methyl]-4H-pyrrolo[3,2-d]pyrimidin-4-one 
• 396650-45-6 5-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-2-{[(dimethylamino)methylidene]amino}-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one 
• 396650-46-7 7-bromo-5-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-2-{[(dimethylamino)methylidene]amino}-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one 
• 396650-47-8 5-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-2-{[(dimethylamino)methylidene]amino}-3,5-dihydro-7-iodo-4H-pyrrolo[3,2-d]pyrimidin-4-one 
• 396650-48-9 5-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-2-{[(dimethylamino)methylidene]amino}-3-[(2,2-dimethyl-1-oxopropoxy)methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one 
• 396650-49-0 7-bromo-5-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-2-{[(dimethylamino)methylidene]amino}-3-[(2,2-dimethyl-1-oxopropoxy)methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one 
• 396650-50-3 5-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-2-{[(dimethylamino)methylidene]amino}-3-[(2,2-dimethyl-1-oxopropoxy)methyl]-3,5-dihydro-7-iodo-4H-pyrrolo[3,2-d]pyrimidin-4-one 
• 169134-87-6 4-<2-<2-<<(N,N-Dimethylamino)methylene>amino>-4(3H)-oxo-3-<(pivaloyloxy)methyl>-5H-pyrrolo<3,2-d>pyrimidin-5-yl>ethyl>benzoic acid 

Relevant articles and documents

Process for preparing 2-pyrrolidinyl-1H-pyrrolo[3,2-d]pyrimidine inhibitors of nucleoside metabolism

A process of preparing a compound of the formula (I) wherein B is chosen from OH, NH2, NHR, H or halogen; D is chosen from OH, NH2, NHR, H halogen or SCH3; R is an optionally substituted alkyl, aralkyl or aryl group; and Z is selected from OH, hydrogen, halogen, hydroxy, SQ or OQ, Q is an optionally substituted all, aralkyl or aryl group; or a tautomer thereof; or a pharmaceutically acceptable salt thereof; or an ester thereof; or a prodrug thereof, which comprises reacting a compound of the formula (II) ?with an anion produced by abstraction of the bromine or iodine atom from a compound of formula (XIX), ?to form a compound of formula (XX) The compound of formula (XX) is N- and O-deprotected to obtain the compound of formula (I).

An expeditious synthesis of 2-amino-4(3H)-oxo-5H-pyrrolo[3,2-d]pyrimidine (9-deazaguanine)

9-Deazaguanine has been synthesized in five steps from 2-amino-6-methyl-5-nitro-4(3H)-pyrimidinone by a modification of the Batcho-Leimgruber indole synthesis.