N-[(9H-Fluoren-9-ylmethoxy)carbonyl]serine

Basic Information

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CAS Number

116861-26-8

Molecular Formula

C18H17NO5

Molecular Weight

327.34 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

108-112 ºC

Boiling Point

599.3°C at 760 mmHg

Density

1.362

Flash Point

316.2°C

Refractive Index

11.0 ° (C=1, DMF)

SMILES

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C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CO)C(=O)O

InChI

InChI=1S/C18H17NO5/c20-9-16(17(21)22)19-18(23)24-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,15-16,20H,9-10H2,(H,19,23)(H,21,22)/t16-/m1/s1

InChIKey

JZTKZVJMSCONAK-MRXNPFEDSA-N

LogP

1.9706

Topological Polar Surface Area

95.86 Å²

Hydrogen Bond Donor/Acceptor

3 / 6

Complexity

446

Synonyms & References

English

CS-W014509
PD196927
Fmoc-D-Ser-OH
EN300-81376
Fmoc-D-Serine;N-alpha-Fmoc-D-Serine; N-(9-Fluorenylmethoxycarbonyl)-d-serine;N-Fmoc-d-serine
N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-D-SERINE
AKOS016842935
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-serine
DTXSID20350933
(2R)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-hydroxypropanoic acid
Fmoc-D-serine
A22818
116861-26-8
D-Serine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
SCHEMBL1486216
HY-W013793
JZTKZVJMSCONAK-MRXNPFEDSA-N
(R)-2-(((9H-FLUOREN-9-YL)METHOXY)CARBONYLAMINO)-3-HYDROXYPROPANOIC ACID
AC-8600
N-Fmoc-D-Ala(OH)
(((9H-Fluoren-9-yl)methoxy)carbonyl)-D-serine
F0607
AM82211
MFCD00077068
J-300237
DS-15006
N-Fmoc-D-serine
(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-hydroxypropanoic acid
Fmoc-D-Ser-OH, >=98.0%
Octadecylmagnesium chloride
Fmoc-D-Ser-OH*H2O

MDL Number

MFCD00077068

Customs Code

29242990

FAQ

What are the physical and chemical properties of N-[(9H-Fluoren-9-ylmethoxy)carbonyl]serine (CAS: 116861-26-8)?

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]serine is a colorless or white crystalline solid with a molecular weight of approximately 468.47 g/mol. It is sparingly soluble in water but more soluble in organic solvents. Chemically, it is stable under normal conditions but can react with strong bases. It exhibits significant reactivity in esterification and amide formation reactions.

How is N-[(9H-Fluoren-9-ylmethoxy)carbonyl]serine (CAS: 116861-26-8) typically synthesized?

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]serine is synthesized via a multi-step process involving the coupling of fluorenylmethanol with serine. The reaction typically uses a catalyst such as N-hydroxysuccinimide (NHS) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC). The yield is generally around 70-80%, and the method provides good selectivity.

What industries use N-[(9H-Fluoren-9-ylmethoxy)carbonyl]serine (CAS: 116861-26-8)?

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]serine is primarily used in pharmaceuticals for the synthesis of peptides and proteins. It is also employed in the polymer industry for functionalization and in sensor technology due to its fluorescence properties. Its applications in semiconductors are less common but can be found in specialized research and development settings.

What precautions should be taken when handling N-[(9H-Fluoren-9-ylmethoxy)carbonyl]serine (CAS: 116861-26-8)?

When handling N-[(9H-Fluoren-9-ylmethoxy)carbonyl]serine, it is crucial to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Store it in a cool, dry place away from direct sunlight. Use a fume hood during preparation to minimize inhalation. In case of spill, contain the spill with absorbent material, and dispose of it according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and emergency procedures.