114214-69-6

Basic information

• Product Name: 1-Boc-3-hydroxymethylpyrrolidine
• Synonyms: 1-tert-Butoxycarbonylpyrrolidine-3-methanol;1-BOC-3-Hydroxymethyl-1H-pyrrolidine;tert-butyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate(SALTDATA: FREE);1-Boc-3-(hydroxyMethyl)py...;N-tert-Butoxycarbonyl-3-(hydroxyMethyl)pyrrolidine;N-Boc-DL-^b-prolinol, 97+%;tert-butyl 3-(hydroxyMethyl)-1-pyrrolidinecarboxylate;N-Boc-DL-beta-prolinol
• CAS NO: 114214-69-6
• Molecular Formula: C₁₀H₁₉NO₃
• Molecular Weight: 201.26
• Product Categories: pharmacetical;Pyrrole&Pyrrolidine&Pyrroline
• Mol File: 114214-69-6.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 285-291℃
• Flash Point: 128.9 °C
• Appearance: /
• Density: 1.089
• Vapor Pressure: 0.000241mmHg at 25°C
• Refractive Index: 1.4680 to 1.4720
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 14.93±0.10(Predicted)
• CAS DataBase Reference: 1-Boc-3-hydroxymethylpyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Boc-3-hydroxymethylpyrrolidine(114214-69-6)
• EPA Substance Registry System: 1-Boc-3-hydroxymethylpyrrolidine(114214-69-6)

Safety Data

• Hazard Codes: Xi,N,T
• Statements: 25-50
• Safety Statements: 24/25-61-45
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: Ⅲ
• Hazardous Substances Data: 114214-69-6(Hazardous Substances Data)

Usage

Description

1-Boc-3-hydroxymethylpyrrolidine is an organic compound that serves as a crucial intermediate in the synthesis of SR 9009 (S684255), a synthetic REV-ERB agonist. 1-Boc-3-hydroxymethylpyrrolidine plays a significant role in the development of pharmaceuticals targeting circadian behavior and metabolism.

Uses

Used in Pharmaceutical Industry:
1-Boc-3-hydroxymethylpyrrolidine is used as a key intermediate for the synthesis of SR 9009, a synthetic REV-ERB agonist, for its potential application in the treatment of sleep disorders and metabolic diseases. The compound's role in the development of SR 9009 highlights its importance in regulating circadian behavior and metabolism, making it a valuable component in the pharmaceutical sector.

InChI:InChI=1/C10H19NO3/c1-10(2,3)14-9(13)11-5-4-8(6-11)7-12/h8,12H,4-7H2,1-3H3

Upstream product

• 122684-33-7 methyl 1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate 
• 85310-69-6 pyrrolidin-3-ylmethanol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 5731-17-9 1-(Phenylmethyl)-3-pyrrolidinemethanol 
• 5733-86-8 1-benzyl-5-oxopyrrolidine-3-carboxylic acid 
• 170844-49-2 1-t-butyloxycarbonylpyrrole-3-carboxylic acid ethyl ester 
• 72925-16-7 1-boc-pyrrolidine-3-carboxylic acid 
• 201230-82-2 carbon monoxide 
• 73286-71-2 N-(tert-butoxycarbonyl)-2,3-dihydropyrrole 
• 59379-02-1 tert-butyl 3-formylpyrrolidine-1-carboxylate 
• 103057-44-9 N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine 
• 617-52-7 Dimethyl itakonate 
• 35309-35-4 5-oxopyrrolidine-3-carboxylic acid methyl ester 
• 98548-90-4 methyl pyrrolidine-3-carboxylate 

Downstream Products

• 141699-56-1 3-methanesulfonyloxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 59379-02-1 tert-butyl 3-formylpyrrolidine-1-carboxylate 
• 479622-36-1 3-iodomethylpyrrolidine-1-carboxylic acid tert-butyl ester 
• 420786-27-2 3-(4-methoxycarbonylmethoxy-3-nitro-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 305329-97-9 3-bromomethylpyrrolidine-1-carboxylic acid tert-butyl ester 
• 479622-22-5 3-((2S,3R)-2-Benzyloxycarbonyl-4-oxo-azetidin-3-ylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 479622-23-6 (2S,3R)-3-(1-{Benzyloxycarbonylamino-[(E)-benzyloxycarbonylimino]-methyl}-pyrrolidin-3-ylmethyl)-4-oxo-azetidine-2-carboxylic acid benzyl ester 
• 276872-88-9 (+/-)-3-[4-(4-flourophenylmethyl)piperidinomethyl]-pyrrolidine 
• 933758-97-5 3-benzyloxymethyl-pyrrolidine 
• 270912-72-6 tert-butyl 3-(aminomethyl)pyrrolidine-1-carboxylate 
• 1027594-37-1 3-(benzenesulfonylamino-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 138108-72-2 tert-butyl (R)-3-hydroxymethylpyrrolidine-1-carboxylate 
• 199174-24-8 tert-butyl (3S)-3-(hydroxymethyl)pyrrolidine-1-carboxylate 
• 239073-88-2 4-benzyloxycarbonyl-1-[1-(tert-butoxycarbonyl)-3-pyrrolidinylmethyl]-1,2,3,4-tetrahydropyrazine-2-one 

Relevant articles and documents

Radical hydroxymethylation of alkyl iodides using formaldehyde as a C1 synthon

Radical hydroxymethylation using formaldehyde as a C1 synthon is challenging due to the reversible and endothermic nature of the addition process. Here we report a strategy that couples alkyl iodide building blocks with formaldehyde through the use of photocatalysis and a phosphine additive. Halogen-atom transfer (XAT) from α-aminoalkyl radicals is leveraged to convert the iodide into the corresponding open-shell species, while its following addition to formaldehyde is rendered irreversible by trapping the transient O-radical with PPh3. This event delivers a phosphoranyl radical that re-generates the alkyl radical and provides the hydroxymethylated product.

TRPML MODULATORS

The present invention provides compounds, pharmaceutically acceptable compositions thereof, and methods of using the same.

Method for synthesizing N-Boc-3-pyrrolidine formaldehyde

The invention discloses a method for synthesizing N-Boc-3-pyrrolidine formaldehyde. The method comprises that dimethyl itaconate as a raw material undergoes an intramolecular cyclization reaction to produce methyl 5-oxo-3-pyrrolidine carboxylate, then the methyl 5-oxo-3-pyrrolidine carboxylate undergoes a reduction reaction to produce pyrrolidine-3-methanol, then the pyrrolidine-3-methanol is subjected to Boc protection so that N-Boc-pyrrolidine-3-methanol is obtained, and finally, the N-Boc-pyrrolidine-3-methanol is oxidized to form a final product compound. The method is simple and convenient, has a low cost, content greater than 99%, produces small environmental pollution and is suitable for industrial production.