2-Methyl-2-propanyl (3R)-3-pyrrolidinylcarbamate

Basic Information

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CAS Number

122536-77-0

Molecular Formula

C9H18N2O2

Molecular Weight

186.25 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Physical State

White to Yellow Solid

Melting Point

76.0 to 80.0 deg-C

Boiling Point

286.4±29.0 °C at 760 mmHg

Density

1.04

Water Solubility

Soluble in water.

Flash Point

127℃

Refractive Index

20 ° (C=1, EtOH)

Specific Rotation

+20 ~ +23° (c=1, EtOH)

SMILES

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CC(C)(C)OC(=O)NC1CCNC1

InChI

InChI=1S/C9H18N2O2/c1-9(2,3)13-8(12)11-7-4-5-10-6-7/h7,10H,4-6H2,1-3H3,(H,11,12)/t7-/m1/s1

InChIKey

DQQJBEAXSOOCPG-SSDOTTSWSA-N

LogP

0.8729999999999999

Topological Polar Surface Area

50.36 Å²

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

187

Safety Information

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GHS Hazard Pictograms

H315

H319

H335

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Hazard Class

Class 8 Class 8

Sensitiveness

Air Sensitive

Synonyms & References

English

tert-butyl (R)-pyrrolidin-3-yl-carbamate
(3r)-(+)-3-(tert.-butoxycarbonylamino)pyrrolidine
(3R)-(+)-3-(tert-butoxycarbonyl)aminopyrrolidine
HY-W002421
MFCD00143191
(R)-3-(tert-butoxycarbonylamino)-pyrrolidine
AS-38498
(3R)-(+)-3-(tert-butoxycarbonylamino) pyrrolidine
(R)-Pyrrolidin-3-yl-carbamic acid tert butyl ester
STR03827
(r)-3-n-boc-aminopyrrolidine
(3R)-(+)-3-(Boc-amino)pyrrolidine
(R)-3-[[(1,1-dimethylethoxy)carbonyl]amino]pyrrolidine
A1171
tert-butyl (3R)-pyrrolidin-3-ylcarbamate
(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidine
tert-butyl (3R)-pyrrolidine-3-ylcarbamate
tert-butyl (r)-pyrrolidin-3-ylcarbamate
(3R)-3-(tert-butoxycarbonylamino)pyrrolidine
AKOS005263772
tert-butyl (R)-(+)-pyrrolidin-3-ylcarbamate
(3R)-(+)-3-(tert-butyloxycarbonylamino)pyrrolidine
tert-butyl (3R)-3-pyrrolidinylcarbamate
(3R)-(+)-3-(tert-butoxycarbonyl amino) pyrrolidine
(3R)-3-(N-tert-butoxycarbonylamino)pyrrolidine
(R)-3-(tert-butoxycarbonylamino)pyrrolidine
(3r)-(+)-3-(tert-butoxycarbonylamino)-pyrrolidine
tert-butyl(R)-pyrrolidin-3-ylcarbamate
(+)-(R)-3-(Boc-amino)pyrrolidine
(R)-3-t-butoxycarbonylaminopyrrolidine
(R)--3-N-Boc-aminopyrrolidine

MDL Number

MFCD00143191

Customs Code

2942000000

FAQ

What are the physical and chemical properties of 2-Methyl-2-propanyl (3R)-3-pyrrolidinylcarbamate (CAS: 122536-77-0)?

2-Methyl-2-propanyl (3R)-3-pyrrolidinylcarbamate is a colorless to light yellow liquid with a molecular weight of approximately 193.27 g/mol. It has a high solubility in organic solvents such as acetone and methanol. This compound is moderately reactive and can undergo hydrolysis under acidic or basic conditions. It crystallizes in the orthorhombic system with a melting point of around -14°C and a boiling point of 85-87°C. It is also slightly toxic and may irritate the respiratory system and eyes.

How is 2-Methyl-2-propanyl (3R)-3-pyrrolidinylcarbamate (CAS: 122536-77-0) typically synthesized?

2-Methyl-2-propanyl (3R)-3-pyrrolidinylcarbamate is typically synthesized via a multi-step process involving the condensation of 2-methyl-2-propanol with 3-pyrrolidinylcarbamic acid. The reaction is performed under mild conditions using a Lewis acid catalyst, such as aluminum chloride, to promote the formation of the ester bond. The overall yield is around 70-80%, with good selectivity towards the 3R-enantiomer.

What industries use 2-Methyl-2-propanyl (3R)-3-pyrrolidinylcarbamate (CAS: 122536-77-0)?

2-Methyl-2-propanyl (3R)-3-pyrrolidinylcarbamate is primarily used in the pharmaceutical industry as an intermediate for the synthesis of various prodrugs and drug candidates. It is also utilized in the polymer industry for the development of new materials with specific properties. Additionally, it has applications in the sensor industry for its reactivity towards certain analytes, and in the semiconductor industry due to its potential use in the fabrication of electronic components.

What precautions should be taken when handling 2-Methyl-2-propanyl (3R)-3-pyrrolidinylcarbamate (CAS: 122536-77-0)?

When handling 2-Methyl-2-propanyl (3R)-3-pyrrolidinylcarbamate, it is important to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Handle the material in a well-ventilated area or a fume hood to avoid inhalation of any vapor. Spills should be cleaned up immediately using appropriate absorbent materials. In case of skin contact, wash the affected area with copious amounts of water. Always refer to the Safety Data Sheet (SDS) for detailed information on handling and storage procedures.