Erythro-N-Boc-D-phenylalanine Epoxide

Basic Information

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CAS Number

98818-34-9

Molecular Formula

C15H21NO3

Molecular Weight

263.34 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

SMILES

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CC(C)(C)OC(=O)NC(CC1=CC=CC=C1)C2CO2

InChI

InChI=1S/C15H21NO3/c1-15(2,3)19-14(17)16-12(13-10-18-13)9-11-7-5-4-6-8-11/h4-8,12-13H,9-10H2,1-3H3,(H,16,17)/t12-,13+/m1/s1

InChIKey

NVPOUMXZERMIJK-OLZOCXBDSA-N

LogP

2.5212000000000003

Topological Polar Surface Area

50.86 Å²

Hydrogen Bond Donor/Acceptor

1 / 4

Complexity

305

Synonyms & References

English

erythro-N-Boc-D-phenylalanine epoxide
PS-12900
tert-Butyl((R)-1-((R)-oxiran-2-yl)-2-phenylethyl)carbamate
[(1R)-1-{(2R)-oxiran-2-yl}-2-phenyl-ethyl]carbamic acid tert-butylester
AC-29006
AC-30256
tert-Butyl ((R)-1-((R)-oxiran-2-yl)-2-phenylethyl)carbamate
SCHEMBL496136
NVPOUMXZERMIJK-OLZOCXBDSA-N
MFCD08061627
156474-21-4
TERT-BUTYL N-[(1R)-1-[(2R)-OXIRAN-2-YL]-2-PHENYLETHYL]CARBAMATE
98818-34-9
(R,R) 1-Oxiranyl-2-phenylethylcarbamic acid tert-butyl ester
(2R,3R)-1,2-Epoxy-(Boc amino)-4-phenylbutane
AKOS016843906
Carbamic acid,[(1R)-1-(2R)-oxiranyl-2-phenylethyl]-, 1,1-dimethylethyl ester, rel- (9CI)
(1S,2S)-(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester
(2R,3R)-3-(N-BOC-Amino)-1-oxirane-4-phenylbutane

MDL Number

MFCD08061627

FAQ

What are the physical and chemical properties of Erythro-N-Boc-D-phenylalanine Epoxide (CAS: 98818-34-9)?

Erythro-N-Boc-D-phenylalanine Epoxide (CAS: 98818-34-9) is a crystalline compound with a molecular weight of approximately 340.4 g/mol. It has a low solubility in water (0.13 g/100 mL at 25°C) and moderate solubility in organic solvents such as methanol and acetonitrile. This epoxide is highly reactive and can undergo ring-opening reactions with nucleophiles. It is used as a building block in peptide synthesis and as a chiral auxiliary in organic synthesis.

How is Erythro-N-Boc-D-phenylalanine Epoxide (CAS: 98818-34-9) typically synthesized?

Erythro-N-Boc-D-phenylalanine Epoxide (CAS: 98818-34-9) is synthesized via a Wittig reaction between D-phenylalanine N-boc and a phosphorus ylide, followed by epoxidation with a peroxyacid or hydrogen peroxide. This method provides good selectivity and yield, making it a common approach in the preparation of this epoxide for use in chiral synthesis and pharmaceutical applications.

What industries use Erythro-N-Boc-D-phenylalanine Epoxide (CAS: 98818-34-9)?

Erythro-N-Boc-D-phenylalanine Epoxide (CAS: 98818-34-9) is primarily used in the pharmaceutical and chemical industries. It serves as a key intermediate in the synthesis of chiral compounds and pharmaceuticals, particularly in the development of drugs targeting specific receptors. Additionally, it has applications in polymer chemistry for the preparation of functionalized polymers and in the development of sensors and semiconductors due to its unique reactivity.

What precautions should be taken when handling Erythro-N-Boc-D-phenylalanine Epoxide (CAS: 98818-34-9)?

When handling Erythro-N-Boc-D-phenylalanine Epoxide (CAS: 98818-34-9), it is essential to wear proper personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be performed in a well-ventilated area or a fume hood to minimize exposure. Spills should be immediately cleaned up with appropriate absorbent materials, and the area should be flushed with water. Always consult the Safety Data Sheet (SDS) for detailed safety information and emergency procedures.