Palm-glu(nhs)-otbu | CAS No. 204521-63-1

Q: What are the physical and chemical properties of Palm-glu(nhs)-otbu (CAS: 204521-63-1)?

Palm-glu(nhs)-otbu is a semi-crystalline compound with a molecular weight of approximately 444.47 g/mol. It is poorly soluble in water but soluble in organic solvents such as DMF and DMSO. Chemically, it is a reactive ester that can undergo acylation reactions. It is stable under normal storage conditions but should be protected from moisture and heat.

Q: How is Palm-glu(nhs)-otbu (CAS: 204521-63-1) typically synthesized?

Palm-glu(nhs)-otbu is synthesized by the esterification of palm-glu with N-hydroxysuccinimide (NHS) in the presence of a base like triethylamine. This reaction yields a mono-N-hydroxysuccinimidyl ester derivative of palm-glu, which is then coupled with tert-butyloxycarbonyl (t-Boc) to form the final product. The reaction is typically carried out under milder conditions to enhance selectivity and yield.

Q: What industries use Palm-glu(nhs)-otbu (CAS: 204521-63-1)?

Palm-glu(nhs)-otbu is primarily used in the pharmaceutical industry for the formation of bioconjugates and in polymer chemistry for the introduction of functional groups. It is also relevant in the development of sensors and semiconductors due to its reactive nature and ability to form stable amide bonds.

Q: What precautions should be taken when handling Palm-glu(nhs)-otbu (CAS: 204521-63-1)?

Palm-glu(nhs)-otbu should be handled under fume hood conditions due to its potential for generating volatile fumes. Protective equipment such as gloves, goggles, and lab coats should be worn. Spills should be cleaned up using appropriate solvents, and the area should be well-ventilated. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal information.

Palm-glu(nhs)-otbu

Basic Information

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CAS Number

204521-63-1

Molecular Formula

C29H50N2O7

Molecular Weight

538.73 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

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

86.0 to 90.0 °C

Solubility

Insuluble (5.1E-4 g/L) (25 ºC),

SMILES

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CCCCCCCCCCCCCCCC(=O)NC(CCC(=O)ON1C(=O)CCC1=O)C(=O)OC(C)(C)C

InChI

InChI=1S/C29H50N2O7/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(32)30-23(28(36)37-29(2,3)4)19-22-27(35)38-31-25(33)20-21-26(31)34/h23H,5-22H2,1-4H3,(H,30,32)/t23-/m1/s1

InChIKey

MKJFKKLCCRQPHN-HSZRJFAPSA-N

LogP

5.681600000000005

Topological Polar Surface Area

119.08 Å²

Hydrogen Bond Donor/Acceptor

1 / 9

Complexity

745

Synonyms & References

English

Nε-PalMitoyl-L-glutaMic Acid γ-SucciniMidyl-α-tert-butyl Ester
Nε-PalMitoyl-Glu-γ-succiniMidyl-α-tert-butyl Ester
1-tert-Butyl 5-(N-Succinimidyl) N-Palmitoyl-L-glutamate
Pal-Glu(OSu)-OtBu
1-O-tert-butyl 5-O-(2,5-dioxopyrrolidin-1-yl) (2S)-2-(hexadecanoylamino)pentanedioate
Nε-Palmitoyl-L-gluta
(2S)-5-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-5-oxo-2-[(1-oxohexadecyl)amino]pentanoic Acid 1,1-Dimethylethyl Ester
<i>N<
A-2,5-dioxopyrrolidin-1-yl-diester
A-Hexadecanoyl-L-glutamic Acid
A-Palmitoyl-Glu-
A-Palmitoyl-L-glutamic Acid
A-Succinimidyl-
A-t-Butyl-
A-tert-butyl Ester
Nε-PalMitoyl-L-glutaMic Acid Gamma-SucciniMidyl-Alpha-tert-butyl Ester
Pal-L-Glu(OSu)-OtBu
A-Palmitoyl-L-glutamic Acid
Palm-Glu(OSu)-OtBu
CS-0152220
L-Glutamic acid, N-(1-oxohexadecyl)-, 1-(1,1-dimethylethyl) 5-(2,5-dioxo-1-pyrrolidinyl) ester
AS-74579
(S)-1-tert-butyl 5-(2,5-dioxopyrrolidin-1-yl) 2-palmitamidopentanedioate
Nepsilon-Palmitoyl-L-glutamic Acid gamma-Succinimidyl-alpha-tert-butyl Ester
N
SCHEMBL4821245
1-tert-butyl 2,5-dioxopyrrolidin-1-yl (2S)-2-hexadecanamidopentanedioate
Palm-glu(nhs)-otbu
N-Palmitoyl-L-glutamic Acid 1-tert-Butyl 5-(N-Succinimidyl) Ester
DTXSID90858279
AKOS030213349

MDL Number

MFCD22989465

FAQ

What are the physical and chemical properties of Palm-glu(nhs)-otbu (CAS: 204521-63-1)?

Palm-glu(nhs)-otbu is a semi-crystalline compound with a molecular weight of approximately 444.47 g/mol. It is poorly soluble in water but soluble in organic solvents such as DMF and DMSO. Chemically, it is a reactive ester that can undergo acylation reactions. It is stable under normal storage conditions but should be protected from moisture and heat.

How is Palm-glu(nhs)-otbu (CAS: 204521-63-1) typically synthesized?

Palm-glu(nhs)-otbu is synthesized by the esterification of palm-glu with N-hydroxysuccinimide (NHS) in the presence of a base like triethylamine. This reaction yields a mono-N-hydroxysuccinimidyl ester derivative of palm-glu, which is then coupled with tert-butyloxycarbonyl (t-Boc) to form the final product. The reaction is typically carried out under milder conditions to enhance selectivity and yield.

What industries use Palm-glu(nhs)-otbu (CAS: 204521-63-1)?

Palm-glu(nhs)-otbu is primarily used in the pharmaceutical industry for the formation of bioconjugates and in polymer chemistry for the introduction of functional groups. It is also relevant in the development of sensors and semiconductors due to its reactive nature and ability to form stable amide bonds.

What precautions should be taken when handling Palm-glu(nhs)-otbu (CAS: 204521-63-1)?

Palm-glu(nhs)-otbu should be handled under fume hood conditions due to its potential for generating volatile fumes. Protective equipment such as gloves, goggles, and lab coats should be worn. Spills should be cleaned up using appropriate solvents, and the area should be well-ventilated. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal information.