Benzyl [(3S)-2-oxotetrahydro-3-furanyl]carbamate

Basic Information

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CAS Number

35677-89-5

Molecular Formula

C12H13NO4

Molecular Weight

235.24 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

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

Melting Point

127.0 to 132.0 deg-C

Specific Rotation

32±2° (c=1.7%, in methanol)

SMILES

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C1COC(=O)C1NC(=O)OCC2=CC=CC=C2

InChI

InChI=1S/C12H13NO4/c14-11-10(6-7-16-11)13-12(15)17-8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H,13,15)/t10-/m0/s1

InChIKey

FKWDZIFOVOUDAG-JTQLQIEISA-N

LogP

1.2282999999999997

Topological Polar Surface Area

64.63 Å²

Hydrogen Bond Donor/Acceptor

1 / 5

Complexity

286

Safety Information

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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

Synonyms & References

English

benzyl N-[(3S)-2-oxotetrahydrofuran-3-yl]carbamate
35677-89-5
Cbz-L-Homoserine lactone
N-Z-L-Homoserine lactone
benzyl N-[(3S)-2-oxooxolan-3-yl]carbamate
N-Carbobenzoxy-L-homoserine Lactone
N-Cbz-L-homoserine lactone
DS-1158
N-Benzyloxycarbonyl-L-Homoserine lactone
AKOS016842329
(S)-alpha-(Carbobenzoxyamino)-gamma-butyrolactone
Carbamic acid, [(3S)-tetrahydro-2-oxo-3-furanyl]-, phenylmethyl ester
A6229
(S)-Benzyl (2-oxotetrahydrofuran-3-yl)carbamate
benzyl (3S)-2-oxotetrahydro-3-furanylcarbamate
EN300-316855
CS-W012893
(S)-3-(N-benzyloxycarbonylamino)tetrahydrofuran-2-one
N-((3S)-2-Oxo(3-3,4,5-trihydrofuryl))(phenylmethoxy)carboxamide
MFCD00674555
C2699
CHEMBL4961783
Z-L-homoserine lactone
N-Z-L-Homoserine lactone, >=98.0% (HPLC)
SCHEMBL3169636
FD1145
N-Cbz-L-homoserine lactone;Cbz-L-Homoserine lactone
AC-5668
(S)-benzyl 2-oxotetrahydrofuran-3-ylcarbamate
(S)-alpha-(Cbz-amino)-gamma-butyrolactone
N-((3R)-2-Oxo(3-3,4,5-trihydrofuryl))(phenylmethoxy)carboxamide

MDL Number

MFCD00674555

Customs Code

2932209090

FAQ

What are the physical and chemical properties of Benzyl [(3S)-2-oxotetrahydro-3-furanyl]carbamate (CAS: 35677-89-5)?

Benzyl [(3S)-2-oxotetrahydro-3-furanyl]carbamate is a white crystalline solid with a molecular weight of approximately 240.26 g/mol. It is slightly soluble in water and more soluble in organic solvents such as methanol and ethanol. The compound is known for its moderate reactivity, particularly in amide bond formation and nucleophilic substitution reactions.

How is Benzyl [(3S)-2-oxotetrahydro-3-furanyl]carbamate (CAS: 35677-89-5) typically synthesized?

Benzyl [(3S)-2-oxotetrahydro-3-furanyl]carbamate can be synthesized via the reaction of benzyl chloroformate with (3S)-2-oxotetrahydrofuran in the presence of a base such as diisopropylethylamine. The reaction is carried out at room temperature, yielding the product in good to excellent yield with high selectivity.

What industries use Benzyl [(3S)-2-oxotetrahydro-3-furanyl]carbamate (CAS: 35677-89-5)?

Benzyl [(3S)-2-oxotetrahydro-3-furanyl]carbamate is mainly used in the pharmaceutical industry for the synthesis of various drug molecules. It is also utilized in the polymer industry for modifying polymer properties and in the production of sensors and semiconductors due to its unique chemical structure.

What precautions should be taken when handling Benzyl [(3S)-2-oxotetrahydro-3-furanyl]carbamate (CAS: 35677-89-5)?

Proper handling of Benzyl [(3S)-2-oxotetrahydro-3-furanyl]carbamate includes the use of personal protective equipment such as gloves, goggles, and lab coat. Handling should be done in a well-ventilated area or a fume hood. Spills should be carefully cleaned up with appropriate absorbent materials. The material safety data sheet (MSDS) should be consulted for detailed handling and emergency procedures.