N-Fmoc-4-(tert-butoxycarbonylmethoxy)-L-phenylalanine

Basic Information

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CAS Number

181951-92-8

Molecular Formula

C30H31NO7

Molecular Weight

517.58 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

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Solubility

Insuluble (4.8E-4 g/L) (25 ºC),

SMILES

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CC(C)(C)OC(=O)COC1=CC=C(C=C1)CC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

InChI

InChI=1S/C30H31NO7/c1-30(2,3)38-27(32)18-36-20-14-12-19(13-15-20)16-26(28(33)34)31-29(35)37-17-25-23-10-6-4-8-21(23)22-9-5-7-11-24(22)25/h4-15,25-26H,16-18H2,1-3H3,(H,31,35)(H,33,34)/t26-/m0/s1

InChIKey

HGZSQWKDOAHSLN-SANMLTNESA-N

LogP

4.941500000000005

Topological Polar Surface Area

111.16000000000003 Å²

Hydrogen Bond Donor/Acceptor

2 / 8

Complexity

794

Safety Information

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Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

HY-W088097
Fmoc-4-(tert-butoxycarbonylmethoxy)-L-phenylalanine
AKOS015837310
N-Fmoc-O-(2-tert-butoxy-2-oxoethyl)-L-tyrosine
DTXSID50373291
MFCD07781259
BS-21793
O-(2-tert-Butoxy-2-oxoethyl)-N-{[(9H-fluoren-9-yl)methoxy]carbonyl}-L-tyrosine
Fmoc-4-(tert-butoxycarbonylmethoxy)-L-Phe
Fmoc-4-(Boc-methoxy)-L-phenylalanine
(2S)-3-{4-[2-(tert-butoxy)-2-oxoethoxy]phenyl}-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid
CS-0130196
PD197246
(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(2-(tert-butoxy)-2-oxoethoxy)phenyl)propanoic acid
Fmoc-4-(tert-butoxycarbonylmethoxy)-L-Phe-OH
L-Tyrosine, O-[2-(1,1-dimethylethoxy)-2-oxoethyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(2-tert-butoxy-2-oxoethoxy)phenyl)propanoic acid
L-Tyrosine,O-[2-(1,1-dimethylethoxy)-2-oxoethyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[4-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]phenyl]propanoic acid
AKOS015907810
C30H31NO7
D92923
N-Fmoc-4-(tert-butoxycarbonylmethoxy)-L-phenylalanine
SCHEMBL2018447
A880954
181951-92-8
Fmoc-4-(tert-butoxycarbonylmethoxy)- L-phenylalanine
Fmoc-4-(tert-butoxycarbonylmethoxy)-Phe-OH

MDL Number

MFCD07781259

FAQ

What are the physical and chemical properties of N-Fmoc-4-(tert-butoxycarbonylmethoxy)-L-phenylalanine (CAS: 181951-92-8)?

N-Fmoc-4-(tert-butoxycarbonylmethoxy)-L-phenylalanine is a solid crystalline compound with a molecular weight of approximately 399.44 g/mol. It is poorly soluble in water but soluble in organic solvents like methanol and DMF. This compound is reactive towards nucleophiles and can undergo esterification reactions. It has a熔点 around 120-125°C and is stable under normal storage conditions.

How is N-Fmoc-4-(tert-butoxycarbonylmethoxy)-L-phenylalanine (CAS: 181951-92-8) typically synthesized?

N-Fmoc-4-(tert-butoxycarbonylmethoxy)-L-phenylalanine is synthesized via the amide coupling of Fmoc-protected phenylalanine and tert-butoxycarbonylmethoxy-protected amino group. The reaction is catalyzed by a suitable coupling reagent like HOBt and DCC. The yield is typically around 75-80%, and the product is isolated by column chromatography.

What industries use N-Fmoc-4-(tert-butoxycarbonylmethoxy)-L-phenylalanine (CAS: 181951-92-8)?

N-Fmoc-4-(tert-butoxycarbonylmethoxy)-L-phenylalanine is primarily used in the pharmaceutical industry for the synthesis of peptides and proteins. It is also applied in the polymer industry for the preparation of functional polymers with specific properties. Additionally, it may be utilized in the development of sensors and semiconductors for their unique chemical functionalities.

What precautions should be taken when handling N-Fmoc-4-(tert-butoxycarbonylmethoxy)-L-phenylalanine (CAS: 181951-92-8)?

When handling N-Fmoc-4-(tert-butoxycarbonylmethoxy)-L-phenylalanine, appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat should be worn. The substance should be handled in a well-ventilated area or a fume hood. In case of a spill, use appropriate spill cleanup kits and dispose of the waste according to local regulations. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information.