N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-trityl-L-threonine

Basic Information

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CAS Number

133180-01-5

Molecular Formula

C38H33NO5

Molecular Weight

583.68 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

Boiling Point

753°C at 760 mmHg

Density

1.241

Flash Point

409.2°C

Refractive Index

1.632

SMILES

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CC(C(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13)OC(C4=CC=CC=C4)(C5=CC=CC=C5)C6=CC=CC=C6

InChI

InChI=1S/C38H33NO5/c1-26(44-38(27-15-5-2-6-16-27,28-17-7-3-8-18-28)29-19-9-4-10-20-29)35(36(40)41)39-37(42)43-25-34-32-23-13-11-21-30(32)31-22-12-14-24-33(31)34/h2-24,26,34-35H,25H2,1H3,(H,39,42)(H,40,41)/t26-,35+/m1/s1

InChIKey

JARBLLDDSTVWSM-IJAHGLKVSA-N

LogP

7.375500000000007

Topological Polar Surface Area

84.86000000000001 Å²

Hydrogen Bond Donor/Acceptor

2 / 6

Complexity

868

Synonyms & References

English

(2S,3R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(trityloxy)butanoic acid
SCHEMBL1738680
Fmoc-O-trityl-L-threonine
AM82254
DTXSID70457825
L-Threonine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-(triphenylmethyl)-
CS-0101062
Fmoc-L-Thr(Trt)-OH
JARBLLDDSTVWSM-IJAHGLKVSA-N
(2S,3R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-trityloxybutanoic acid
MFCD00237034
M03391
Fmoc-Thr(Trt)-OH
133180-01-5
N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-trityl-L-threonine
HY-W048732
(2S,3R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(trityloxy)butanoicacid
(2S,3R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(trityloxy)butanoic acid
AKOS015895554
N-alpha-(9-Fluorenylmethyloxycarbonyl)-O-trityl-L-threonine (Fmoc-L-Thr(Trt)-OH)
N-(9-Fluorenylmethyloxycarbonyl)-O-trityl-L-threonine
H-Ser(Bzl)-OH
FC1249
Fmoc-Thr(OTrt)-OH
Na-Fmoc-Thr(O-trityl)-OH
N-Fmoc-O-trityl-L-threonine
N-Fmoc-O-trityl-threonine
FMOC-THR(TRT)
TRITYL-L-THREONINE
N-ALPHA-FMOC-O-TRITYL-L-THREONINE
FMoc-Thr(Trt)-OH FMoc-O-trityl-L-threonine

MDL Number

MFCD00237034

FAQ

What are the physical and chemical properties of N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-trityl-L-threonine (CAS: 133180-01-5)?

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-trityl-L-threonine is a colorless solid with a molecular weight of approximately 742.78 g/mol. It has a high melting point and is poorly soluble in water but soluble in common organic solvents like dichloromethane and methanol. Chemically, it is stable under normal conditions but may decompose under strong acid or base conditions. It is often used in peptide synthesis due to its protective group reactivity.

How is N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-trityl-L-threonine (CAS: 133180-01-5) typically synthesized?

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-trityl-L-threonine is synthesized via a peptide coupling reaction. Common methods include solid-phase synthesis using fluorenylmethoxycarbonyl (Fmoc) chemistry. The synthesis typically involves protecting the threonine hydroxyl group and then coupling it to the desired amino acid or peptide. The process involves careful control of pH and temperature to achieve high yields and selectivity.

What industries use N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-trityl-L-threonine (CAS: 133180-01-5)?

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-trityl-L-threonine is primarily used in the pharmaceutical industry for the synthesis of complex peptides and proteins. It is also utilized in polymer chemistry for the development of smart materials and in semiconductor manufacturing for the production of thin films. Its applications in sensors and bioconjugation are also expanding due to its specific functional groups.

What precautions should be taken when handling N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-trityl-L-threonine (CAS: 133180-01-5)?

When handling N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-trityl-L-threonine, it is essential to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or fume hood. Spills should be cleaned up immediately using appropriate absorbent materials. This compound should be stored in a cool, dry place away from direct sunlight. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information.