N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(2-methyl-2-propanyl)-D-tyrosine

Basic Information

View in Editor

CAS Number

118488-18-9

Molecular Formula

C28H29NO5

Molecular Weight

459.54 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

150.0 to 154.0 deg-C

Boiling Point

658.2°C at 760 mmHg

Density

1.2±0.1 g/cm3

Water Solubility

Soluble in 1 mmole in 2 ml dimethylformamide (Clearly soluble). Slightly soluble in water.

Flash Point

351.9±31.5 °C

Refractive Index

1.599

Vapor Pressure

0.0±2.1 mmHg at 25°C

Specific Rotation

+28.0 to +32.0 deg(C=1, DMF)

SMILES

View in Editor

CC(C)(C)OC1=CC=C(C=C1)CC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

InChI

InChI=1S/C28H29NO5/c1-28(2,3)34-19-14-12-18(13-15-19)16-25(26(30)31)29-27(32)33-17-24-22-10-6-4-8-20(22)21-9-5-7-11-23(21)24/h4-15,24-25H,16-17H2,1-3H3,(H,29,32)(H,30,31)/t25-/m1/s1

InChIKey

JAUKCFULLJFBFN-RUZDIDTESA-N

LogP

5.398300000000004

Topological Polar Surface Area

84.86 Å²

Hydrogen Bond Donor/Acceptor

2 / 6

Complexity

673

Safety Information

View Safety Information

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

Fmoc-O-tert-butyl-D-tyrosine
EN300-7372317
O-(1,1-Dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-tyrosine
AS-12901
BDBM50121965
(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]propanoic acid
O-tert-Butyl-Nalpha-Fmoc-D-tyrosine
MFCD00065684
(R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-tert-butoxyphenyl)propanoic acid
Fmoc-D-Tyr(tBu)-OH
AKOS016842318
M06218
DTXSID50922687
D-Tyrosine, O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
J-003761
AM82328
Nalpha-Fmoc-O-tert-butyl-D-tyrosine
F0772
CS-W008426
AC-8603
N-alpha-(9-Fluorenylmethyloxycarbonyl)-O-t-butyl-D-tyrosine
O-(1,1-Dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)-D-tyrosine
Fmoc-O-tert.butyl-D-tyrosine
118488-18-9
SCHEMBL117946
HY-W008426
O-tert-Butyl-N-{[(9H-fluoren-9-yl)methoxy](hydroxy)methylidene}tyrosine
(2R)-3-[4-(tert-butoxy)phenyl]-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid
CHEMBL152324
N-alpha-(9-Fluorenylmethyloxycarbonyl)-O-t-butyl-D-tyrosine, 95% (Fmoc-D-Tyr(tBu)-OH)
3-(4-tert-Butoxy-phenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid

MDL Number

MFCD00065684

FAQ

What are the physical and chemical properties of N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(2-methyl-2-propanyl)-D-tyrosine (CAS: 118488-18-9)?

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(2-methyl-2-propanyl)-D-tyrosine is a white crystalline solid with a molecular weight of approximately 682.57 g/mol. It has a solubility of 10 mg/mL in water and is slightly soluble in methanol. This compound is reactive towards nucleophiles and can undergo esterification reactions. It is stable under normal storage conditions but should be protected from light and moisture.

How is N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(2-methyl-2-propanyl)-D-tyrosine (CAS: 118488-18-9) typically synthesized?

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(2-methyl-2-propanyl)-D-tyrosine is typically synthesized through a multi-step process involving the fluorenylmethyloxycarbonyl (Fmoc) protection of tyrosine, followed by esterification with 2-methyl-2-propanol. This reaction is catalyzed by oxalyl chloride in the presence of dimethylformamide (DMF). The overall yield is around 70-80%, with high regio- and stereoselectivity.

What industries use N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(2-methyl-2-propanyl)-D-tyrosine (CAS: 118488-18-9)?

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(2-methyl-2-propanyl)-D-tyrosine is primarily used in the pharmaceutical industry for drug discovery and synthesis. It also finds applications in polymer chemistry and material science, particularly in the development of functional polymers and sensors. Its use in semiconductor manufacturing is limited due to its high cost and specialized applications.

What precautions should be taken when handling N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(2-methyl-2-propanyl)-D-tyrosine (CAS: 118488-18-9)?

When handling N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(2-methyl-2-propanyl)-D-tyrosine, it is important to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Ensure that all operations are conducted in a well-ventilated area or a fume hood. Spills should be cleaned up immediately with appropriate decontamination agents. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal instructions.