N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-1-trityl-D-histidine

Basic Information

View in Editor

CAS Number

135610-90-1

Molecular Formula

C40H33N3O4

Molecular Weight

619.72 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

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

141-146 °C

Boiling Point

811.7°C at 760 mmHg

Density

1.2400

Flash Point

444.7°C

Refractive Index

1.656

SMILES

View in Editor

C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)N4C=C(N=C4)CC(C(=O)O)NC(=O)OCC5C6=CC=CC=C6C7=CC=CC=C57

InChI

InChI=1S/C40H33N3O4/c44-38(45)37(42-39(46)47-26-36-34-22-12-10-20-32(34)33-21-11-13-23-35(33)36)24-31-25-43(27-41-31)40(28-14-4-1-5-15-28,29-16-6-2-7-17-29)30-18-8-3-9-19-30/h1-23,25,27,36-37H,24,26H2,(H,42,46)(H,44,45)/t37-/m1/s1

InChIKey

XXMYDXUIZKNHDT-DIPNUNPCSA-N

LogP

7.257700000000007

Topological Polar Surface Area

93.45 Å²

Hydrogen Bond Donor/Acceptor

2 / 7

Complexity

967

Safety Information

View Safety Information

GHS Hazard Pictograms

H413

Hazard Statement

H413 May cause long lasting harmful effects to aquatic life
Hazardous to the aquatic environment, long-term hazard

Synonyms & References

English

DTXSID00660800
Q-101822
Nalpha-[(9H-Fluoren-9-ylmethoxy)carbonyl]-tele-(triphenylmethyl)-D-histidine
Fmoc-D-His(Trt)-OH, 97% (HPLC)
A806955
N-Fmoc-1-trityl-D-histidine
AKOS015924158
N
Na-(((9H-Fluoren-9-yl)methoxy)carbonyl)-Nt-trityl-D-histidine
MFCD00077061
Fmoc-N(im)-trityl-D-histidine
Nalpha-Fmoc-Nim-trityl-D-histidine
FD21663
N-Fmoc-N'-trityl-D-histidine
N-{[(9H-Fluoren-9-yl)methoxy]carbonyl}-1-(triphenylmethyl)-D-histidine
AKOS015895738
AM81822
D-Histidine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-1-(triphenylmethyl)-
S-135610-90-1
135610-90-1
EN300-7359520
DS-15023
F1145
J-300145
SCHEMBL13227674
M03417
Nalpha-Fmoc-tele-trityl-D-histidine
N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-im-trityl-D-histidine (Fmoc-D-His(Trt)-OH)
Fmoc-N-Im-Trityl-D-histidine
FMOC-D-HIS(TRT)-OH
N-

MDL Number

MFCD00077061

FAQ

What are the physical and chemical properties of N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-1-trityl-D-histidine (CAS: 135610-90-1)?

This compound is a solid with a crystalline form. Its molecular weight is approximately 857.6 g/mol. It has a low solubility in water but is more soluble in organic solvents such as DMSO and DMF. Chemically, it is highly reactive, particularly towards nucleophiles, and is often used in peptide synthesis due to its stability and ease of protection.

How is N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-1-trityl-D-histidine (CAS: 135610-90-1) typically synthesized?

This compound is synthesized using fluorenylmethoxycarbonyl (Fmoc) chemistry. The Fmoc-protected histidine is coupled to a trityl-protected amino acid or peptide via standard peptide coupling reactions. Typical conditions involve the use of HATU or DCC as coupling agents, and diisopropylethylamine as a base. The product is purified by flash chromatography or reversed-phase HPLC.

What industries use N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-1-trityl-D-histidine (CAS: 135610-90-1)?

This compound is primarily used in the pharmaceutical industry for the synthesis of peptide drugs. It is also relevant in polymer chemistry for the preparation of functional polymers, and in sensor technology for probe molecules. Additionally, it has applications in semiconductor materials for specific functional groups.

What precautions should be taken when handling N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-1-trityl-D-histidine (CAS: 135610-90-1)?

When handling this compound, appropriate personal protective equipment (PPE) should be used, including gloves, lab coat, and safety goggles. Handling should be conducted in a well-ventilated area or fume hood. Spills should be handled using appropriate absorbent materials and disposed of according to local regulations. Always consult the Safety Data Sheet (SDS) for specific handling and disposal instructions.