Benzyl (3R)-3-hydroxy-1-pyrrolidinecarboxylate

Basic Information

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CAS Number

100858-33-1

Molecular Formula

C12H15NO3

Molecular Weight

221.26 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

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Physical State

Solid

Melting Point

74.0 to 79.0 deg-C

Boiling Point

370.7°Cat760mmHg

Density

1.2630

Flash Point

178℃

Refractive Index

1.589

SMILES

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C1CN(CC1O)C(=O)OCC2=CC=CC=C2

InChI

InChI=1S/C12H15NO3/c14-11-6-7-13(8-11)12(15)16-9-10-4-2-1-3-5-10/h1-5,11,14H,6-9H2/t11-/m1/s1

InChIKey

MBLJFGOKYTZKMH-LLVKDONJSA-N

LogP

1.3898000000000004

Topological Polar Surface Area

49.769999999999996 Å²

Hydrogen Bond Donor/Acceptor

1 / 4

Complexity

238

Safety Information

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GHS Hazard Pictograms

H301

H315

H319

H335

Hazard Statement

H301 Toxic if swallowed
Acute toxicity, oral

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 6.1 Class 6.1

Synonyms & References

English

(R)-(-)-1-Cbz-3-Hydroxy-pyrrolidine
DTXSID20457976
DS-0808
(R)-1-Carbobenzoxy-3-hydroxypyrrolidine
(R)-(-)-1-Cbz-3-pyrrolidinol
(R)-N-benzyloxycarbonyl-3-hydroxypyrrolidine
MBLJFGOKYTZKMH-LLVKDONJSA-N
3-Hydroxy-Cbz-(R)-pyrrolidine
(R)-3-Hydroxy-pyrrolidine-1-carboxylic acid benzyl ester
benzyl (3R)-3-hydroxypyrrolidine-1-carboxylate
(R)-benzyl 3-hydroxypyrrolidine-1-carboxylate;(R)-(-)-1-CBZ-3-HYDROXY-PYRROLIDINE
1-PYRROLIDINECARBOXYLIC ACID, 3-HYDROXY-, PHENYLMETHYL ESTER, (3R)-
FS-2448
AC-22438
(3R)-3-HYDROXY-1-PYRROLIDINECARBOXYLICACID PHENYLMETHYL ESTER
(R)-N-Z-3-Pyrrolidinol
(R)-1-CBZ-3-HYDROXYPYRROLIDINE
n-benzyloxycarbonyl-(r)-3-hydroxypyrrolidine
CS-W003377
Benzyl (3R)-3-hydroxy-1-pyrrolidinecarboxylate
3-Hydroxy-Cbz-(R)Pyrrolidine
SCHEMBL1841984
(R)-(-)-1-Cbz-3-pyrrolidinol, 95%
(R)-3-hydroxy-1-pyrrolidinecarboxylic acid, phenylmethyl ester
100858-33-1
Benzyl(3R)-3-hydroxypyrrolidine-1-carboxylate
MFCD07368258
(R)-1-Benzyloxycarbonyl-3-pyrrolidinol
(3R)-N-benzyloxycarbonyl-3-hydroxypyrrolidine
AMY908
C2585

MDL Number

MFCD07368258

Customs Code

2933990090

FAQ

What are the physical and chemical properties of Benzyl (3R)-3-hydroxy-1-pyrrolidinecarboxylate (CAS: 100858-33-1)?

Benzyl (3R)-3-hydroxy-1-pyrrolidinecarboxylate (CAS: 100858-33-1) is a crystalline compound with a molecular weight of approximately 206.25 g/mol. It has a moderate solubility in common organic solvents such as ethanol and acetone. This compound is reactive, particularly towards nucleophilic substitution and esterification reactions. It is an amphoteric compound, exhibiting both acidic and basic properties.

How is Benzyl (3R)-3-hydroxy-1-pyrrolidinecarboxylate (CAS: 100858-33-1) typically synthesized?

Benzyl (3R)-3-hydroxy-1-pyrrolidinecarboxylate (CAS: 100858-33-1) is typically synthesized through the condensation of 3-hydroxy-1-pyrrolidinecarboxylic acid with benzylamine. The reaction can be catalyzed by a variety of catalysts, including acid catalysts like hydrochloric acid, and the yield can be enhanced by employing controlled reaction conditions, such as temperature and solvent choice.

What industries use Benzyl (3R)-3-hydroxy-1-pyrrolidinecarboxylate (CAS: 100858-33-1)?

Benzyl (3R)-3-hydroxy-1-pyrrolidinecarboxylate (CAS: 100858-33-1) finds applications in the pharmaceutical industry as a precursor for synthesizing various drugs. It is also used in the polymer industry for improving the properties of certain polymers. Additionally, this compound is utilized in the production of sensors and semiconductors due to its unique chemical and physical properties.

What precautions should be taken when handling Benzyl (3R)-3-hydroxy-1-pyrrolidinecarboxylate (CAS: 100858-33-1)?

When handling Benzyl (3R)-3-hydroxy-1-pyrrolidinecarboxylate (CAS: 100858-33-1), it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. This compound should be handled in a fume hood to minimize exposure to air. In case of spill, it should be cleaned up immediately using appropriate spill kits. Always refer to the Safety Data Sheet (SDS) for detailed information on handling and storage.