(4S,5R)-2,2-Dimethyl-3-{[(2-methyl-2-propanyl)oxy]carbonyl}-4-phenyl-1,3-oxazolidine-5-carboxylic acid

Basic Information

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CAS Number

143527-70-2

Molecular Formula

C17H23NO5

Molecular Weight

321.37 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

Powder

Melting Point

112.0 to 116.0 deg-C

Boiling Point

459°C at 760 mmHg

Density

1.177

Flash Point

231.4°C

Refractive Index

1.526

SMILES

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CC1(N(C(C(O1)C(=O)O)C2=CC=CC=C2)C(=O)OC(C)(C)C)C

InChI

InChI=1S/C17H23NO5/c1-16(2,3)23-15(21)18-12(11-9-7-6-8-10-11)13(14(19)20)22-17(18,4)5/h6-10,12-13H,1-5H3,(H,19,20)/t12-,13+/m0/s1

InChIKey

VAHXMEZCPGHDBJ-QWHCGFSZSA-N

LogP

3.1843000000000012

Topological Polar Surface Area

76.07 Å²

Hydrogen Bond Donor/Acceptor

1 / 6

Complexity

462

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

Synonyms & References

English

(4S,5R)-2,2-dimethyl-3-[(2-methylpropan-2-yl)oxycarbonyl]-4-phenyl-1,3-oxazolidine-5-carboxylic acid
MFCD09263630
3,5-Oxazolidinedicarboxylic acid, 2,2-dimethyl-4-phenyl-, 3-(1,1-dimethylethyl) ester, (4S-trans)-
FT3MUH6FC5
t-butyl (4s,5r)-5-carboxy-2,2-di-methyl-4-phenyloxazolidine-3-carboxylate
3,5-Oxazolidinedicarboxylic acid, 2,2-dimethyl-4-phenyl-, 3-(1,1-dimethylethyl) ester, (4S,5R)-
B4127
(4S,5R)-3-[(tert-butoxy)carbonyl]-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylic acid
143615-03-6
DTXSID50450238
AC-8776
(4S,5R)-3-tert-Butoxycarbonyl-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylic acid
SCHEMBL286796
BCP13722
(4S,5R)-3-(tBoc)-2,2-dimethyl-4-phenyloxazolidine-5-carboxylic Acid
(4S,5R)-2,2-Dimethyl-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester
AKOS015888976
3-(tert-Butoxycarbonyl)-2,2-dimethyl-4-phenyloxazolidine-5-carboxylic acid, (4S,5R)-
(4S,5R)-N-(tert-butoxycarbonyl)-2,2-dimethyl-4-phenyl-5-oxazolidinecarboxylic acid
trans-3-(tert-Butoxycarbonyl)-2,2-dimethyl-4-phenyloxazolidine-5-carboxylic acid
DS-0461
(4S,5R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylic acid
143527-70-2
(4S,5R)-3-Boc-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylic Acid
3,5-Oxazolidinedicarboxylic acid,2,2-dimethyl-4-phenyl-,3-(1,1-dimethylethyl)ester,(4S,5R)-
(4S,5R)-3-tert-butoxycarbonyl-2,2-dimethyl-4-phenyl-5-oxazolidinecarboxylic acid
AKOS015838260
(4S,5R)-3-(tert-Butoxycarbonyl)-2,2-dimethyl-4-phenyloxazolidine-5-carboxylic acid
CS-0002273
(4S,5R)-5-Carboxy-2,2-dimethyl-4-phenyl-3-(tert-butoxycarbonyl)oxazolidine
VAHXMEZCPGHDBJ-QWHCGFSZSA-N

MDL Number

MFCD09263630

Customs Code

2934999090

FAQ

What are the physical and chemical properties of (4S,5R)-2,2-Dimethyl-3-{[(2-methyl-2-propanyl)oxy]carbonyl}-4-phenyl-1,3-oxazolidine-5-carboxylic acid (CAS: 143527-70-2)?

(4S,5R)-2,2-Dimethyl-3-{[(2-methyl-2-propanyl)oxy]carbonyl}-4-phenyl-1,3-oxazolidine-5-carboxylic acid is a white crystalline solid with a molecular weight of approximately 404.45 g/mol. It is slightly soluble in water and polar organic solvents. The compound is reactive towards nucleophiles and can undergo esterification and amide formation. It has a pKa of around 3.5 and is stable under normal conditions but should be stored away from moisture and heat.

How is (4S,5R)-2,2-Dimethyl-3-{[(2-methyl-2-propanyl)oxy]carbonyl}-4-phenyl-1,3-oxazolidine-5-carboxylic acid (CAS: 143527-70-2) typically synthesized?

(4S,5R)-2,2-Dimethyl-3-{[(2-methyl-2-propanyl)oxy]carbonyl}-4-phenyl-1,3-oxazolidine-5-carboxylic acid can be synthesized through multi-step reactions. Common methods include esterification of a 2-(2-methyl-2-propanyloxy)acetic acid derivative with a phenylalanine derivative. The reaction typically uses a catalytic amount of a Lewis acid like aluminum chloride, and the yield is around 70-80% with good selectivity.

What industries use (4S,5R)-2,2-Dimethyl-3-{[(2-methyl-2-propanyl)oxy]carbonyl}-4-phenyl-1,3-oxazolidine-5-carboxylic acid (CAS: 143527-70-2)?

(4S,5R)-2,2-Dimethyl-3-{[(2-methyl-2-propanyl)oxy]carbonyl}-4-phenyl-1,3-oxazolidine-5-carboxylic acid is used in the pharmaceutical industry for the synthesis of drug intermediates. It is also applicable in the polymer industry for the development of special polymers and in the sensor industry for the fabrication of sensitive materials. Additionally, it can be used in the semiconductor industry for developing photoresists and other electronic materials.

What precautions should be taken when handling (4S,5R)-2,2-Dimethyl-3-{[(2-methyl-2-propanyl)oxy]carbonyl}-4-phenyl-1,3-oxazolidine-5-carboxylic acid (CAS: 143527-70-2)?

When handling (4S,5R)-2,2-Dimethyl-3-{[(2-methyl-2-propanyl)oxy]carbonyl}-4-phenyl-1,3-oxazolidine-5-carboxylic acid, it is important to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be performed in a well-ventilated area, preferably in a fume hood. Spills should be cleaned up immediately using appropriate absorbent materials and disposal methods. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal instructions.