712-29-8

Basic information

• Product Name: 6-hydroxymethylpterin
• Synonyms: 6-hydroxymethylpterin;2-Amino-4-hydroxypteridine-6-methanol;2-Amino-6-(hydroxymethyl)pteridine-4(3H)-one;2-Amino-6-hydroxymethyl-4(1H)-pteridinone;Ranachrome 3;Rana-pterin 3;2-amino-6-(hydroxymethyl)-1H-pteridin-4-one;2-amino-6-methylol-1H-pteridin-4-one
• CAS NO: 712-29-8
• Molecular Formula: C₇H₇N₅O₂
• Molecular Weight: 193.16
• Mol File: 712-29-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 300 °C (decomp)(Solv: water (7732-18-5))
• Boiling Point: 530.7°C at 760 mmHg
• Flash Point: 274.8°C
• Appearance: /
• Density: 1.96g/cm³
• Vapor Pressure: 4.3E-12mmHg at 25°C
• Refractive Index: 1.892
• Storage Temp.: -20°C Freezer
• Solubility: Aqueous Sodium Hydroxide, DMSO
• PKA: 13.45±0.10(Predicted)
• CAS DataBase Reference: 6-hydroxymethylpterin(CAS DataBase Reference)
• NIST Chemistry Reference: 6-hydroxymethylpterin(712-29-8)
• EPA Substance Registry System: 6-hydroxymethylpterin(712-29-8)

Safety Data

• Hazardous Substances Data: 712-29-8(Hazardous Substances Data)

Usage

Uses

6-(Hydroxymethyl)pterin is an intermediate in the synthesis of 2-Amino-6-(chloromethyl)-4(3H)-pteridinone (A602875). 2-Amino-6-(chloromethyl)-4(3H)-pteridinone is a reagent/intermediate used in the preparation of Folic Acid (F680300) and its derivatives.

InChI:InChI=1/C7H7N5O2/c8-7-11-5-4(6(14)12-7)10-3(2-13)1-9-5/h1,13H,2H2,(H3,8,9,11,12,14)

Upstream product

• 712-30-1 6-formylpterin 
• 2009-64-5 D-neopterin 
• 59-30-3 folic acid 
• 26944-17-2 2,2,3-tribromopropanal 
• 96-26-4 dihydroxyacetone 
• 5221-17-0 2,3-dibromopropanal 
• 73978-41-3 2,4-diamino-6-(hydroxymethyl)pteridine hydrochloride 
• 1004-75-7 2,5,6-triamino-4-hydroxypyrimidine 
• 7803-57-8 hydrazine hydrate 
• 4066-47-1 2,5,6-triaminopyrimidin-4(3H)-one dihydrochloride 

Downstream Products

• 694514-39-1 7-hydroxymethylpterin 
• 32363-58-9 N-{6-[(acetyloxy)methyl]-3,4-dihydro-4-oxopteridin-2-yl}acetamide 
• 3672-03-5 7,8-dihydro-6-(hydroxymethyl)pterin 
• 31969-10-5 6-hydroxymethyl-5,6,7,8-tetrahydropterin dihydrochloride 
• 6863-06-5 6-hydroxymethyl-3,4-dihydropterin pyrophosphate 
• 142645-53-2 2-(2,2-Dimethyl-propionylamino)-6-(2,2-dimethyl-propionyloxymethyl)-4-oxo-4,6,7,8-tetrahydro-3H-pteridine-5-carboxylic acid benzyl ester 
• 73978-45-7 6-(Acetoxymethyl)pterin 
• 325708-78-9 2-(4-nitrophenyl)ethyl 6-{[3-(4-benzoylphenyl)-1-oxopropoxy]methyl}-2-{[(dimethylamino)methylene]amino}-3,4,5,6,7,8-hexahydro-4-oxopteridine-5-carboxylate 
• 325708-89-2 2-(4-nitrophenyl)ethyl 2-amino-6-{[3-(4-benzoylphenyl)-1-oxopropoxy]methyl}-3,4,5,6,7,8-hexahydro-4-oxopteridine-5-carboxylate 
• 325708-82-5 2-(4-nitrophenyl)ethyl 2-{[(dimethylamino)methylene]amino}-3,4,5,6,7,8-hexahydro-4-oxo-6-[({4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoyl}oxy)methyl]pteridine-5-carboxylate 
• 325708-72-3 2-(4-nitrophenyl)ethyl 6-{[(4-azidobenzoyl)oxy]methyl}-2-{[(dimethylamino)methylene]amino}-3,4,5,6,7,8-hexahydro-4-oxopteridine-5-carboxylate 
• 325708-69-8 N²-[(dimethylamino)methylene]-5,6,7,8-tetrahydro-6-(hydroxymethyl)-5-{[2-(4-nitrophenyl)ethoxy]carbonyl}pterin 
• 325708-61-0 5,6,7,8-tetrahydro-6-(hydroxymethyl)-5-{[2-(4-nitrophenyl)ethoxy]carbonyl}pterin 
• 522614-11-5 N-{[(acetyloxy)methyl]-4-[2-(4-nitrophenyl)ethoxy]pteridin-2-yl}acetamide 

Relevant articles and documents

-

-

-

-

Tetrahydrofurfuroxy folic acid analogue synthetic method

The invention relates to a novel method for synthesis of tetrahydrofolic acid analogues, and mainly solves the problems of uneasily controllable reaction conditions and many produced by products in a conventional synthesis method. A series of tetrahydrofolic acid analogues are prepared by employing 5-aminouracil or 2,4,5,6-tetraaminopyrimidine, 2,5,6-triamino-4-hydroxypyrimidine as an initial raw material and combining the steps of cyclization, oxidation, chlorination, ammonolysis, catalytic hydrogenation reduction, intramolecular cyclization, aziridine ring opening, nucleophilic substitution, ethoxycarbonyl hydrolysis, etc. Compared with a conventional synthesis method, the novel method provided by the invention has the characteristics of mild and stable reaction conditions, few by-products, wide application range, etc.

Synthesis of 6-hydroxymethylpterin α- And β-D-glucosides

The key precursor, N2-(N,N-dimethylaminomethylene)-6-hydroxy- methyl-3-[2-(4-nitrophenyl)ethyl]pterin (11) was efficiently prepared from 2,5,6-triamino-4-hydroxypyrimidine (8) in 5 steps. The first, unequivocal synthesis of 6-hydroxymethylpteri

Pteridines, LXIX. Synthesis and Reactivity of 2,4-Diamino-6-(hydroxymethyl)pteridine

Condensation of 2,4,5,6-tetraaminopyridine (2) with 1,3-dihydroxyacetone in the presence of gaseous oxygen, rather than air, resulted in 2,4-diamino-6-(hydroxymethyl)pteridine (3) virtually uncontaminated with 2,4-diamino-6-methylpteridine (4).Acetylation of 3 led to 6-acetoxymethyl-2,4-bis(acetylamino)pteridine (5) which turned out to be very labile forming various di- and monoacetyl derivatives (6, 7, 9, 10) on mild hydrolytic conditions.Their structures are proven by physical-chemical means.Silylation of 3 to the tris(trimethylsilyl) derivative 11 followed by treatment with 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (12) and 1,2,3,4,6-penta-O-acetyl-β-D-glucopyranose (15), respectively, in the presence of boron trifluoride,led to selective formation of the corresponding acylated 2,4-diamino-6-pteridinyl O-glycosides 13 and 15, respectively.Deacylations of these afforded the free O-glycosides 14 and 17 which have been characterized by UV- and NMR spectra as well as pKa measurements.