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Fmoc-O-trityl-L-serine structure

Fmoc-O-trityl-L-serine

Fmoc-O-trityl-L-serine, with the chemical formula C51H45NO5 and CAS registry number 111061-56-4, is a compound known for its applications in peptide synthesis. This compound is a derivative of serine, an amino acid commonly found in proteins. Fmoc-O-trityl-L-serine is often used as a protecting group in peptide synthesis, providing stability to the amino acid during the synthesis process. It is characterized by the Fmoc (9-fluorenylmethoxycarbonyl) protecting group and the trityl (triphenylmethyl) protecting group. These groups can be selectively removed to expose the reactive amino group for further peptide chain elongation. Fmoc-O-trityl-L-serine is an important tool in the field of peptide chemistry, allowing for the efficient and controlled synthesis of complex peptides and proteins.
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1. Names and Identifiers
1.1 Name
Fmoc-O-trityl-L-serine
1.2 Synonyms
Fmoc-L-Ser(OTrt)-OH; FMOC-L-SER(TRT)-OH; FMOC-L-SER(TRT)-OH FMOC-O-TRITYL-L-SERINE FMOC-SERINE(TRT)-OH FMOC-SER(TRT)-OH n-(9-fluorenylMethoxycarbonyl)-o-trityl-l-serine N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-O-TRITYL-L-SERINE N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-O-TRITYL-L-SERINE N-ALPHA-FMOC-O; Fmoc-Ser(OTrt)-OH; FMoc-Ser(trt); FMOC-SER(TRT)-OH; L-Serine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-(triphenylmethyl)-; L-Serine, N-formyl-O-(triphenylmethyl)-; MFCD00153364; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-trityl-L-serine; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-tritylserine; N-Fmoc-L-Ser-(Trt)-OH; N-Formyl-O-trityl-L-serine; Serine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-(triphenylmethyl)-;
1.3 CAS No.
111061-56-4
1.4 CID
11519790
1.5 EINECS
1533716-785-6
1.6 Molecular Formula
C37H31NO5
1.7 Inchi
InChI=1S/C37H31NO5/c39-35(40)34(38-36(41)42-24-33-31-22-12-10-20-29(31)30-21-11-13-23-32(30)33)25-43-37(26-14-4-1-5-15-26,27-16-6-2-7-17-27)28-18-8-3-9-19-28/h1-23,33-34H,24-25H2,(H,38,41)(H,39,40)/t34-/m0/s1
1.8 InChkey
UCARTONYOJORBQ-UMSFTDKQSA-N
1.9 Canonical Smiles
C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)OCC(C(=O)O)NC(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46
1.10 Isomers Smiles
C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)OC[C@@H](C(=O)O)NC(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46
2. Properties
2.1 Appearance
white to light yellow crystal powder
2.2 Chemical Properties
white to light yellow crystal powde Fmoc-O-trityl-L-serineSupplier
2.3 pKa
3.33±0.10(Predicted)
2.4 StorageTemp
2-8°C
3. Use and Manufacturing
3.1 Description

Fmoc-O-trityl-L-serine, with the chemical formula C43H35NO4, has the CAS number 111061-56-4. It is a chemical compound used in organic synthesis. Fmoc-O-trityl-L-serine appears as a white to off-white solid with no distinct odor. Its basic structure consists of a serine molecule with a trityl protecting group attached to the oxygen atom of the serine side chain. This compound is sparingly soluble in water, but soluble in organic solvents such as methanol and dimethylformamide. Fmoc-O-trityl-L-serine is stable under normal conditions and poses no immediate safety hazards. However, as with any chemical, proper handling and storage precautions should be followed to ensure safety.

Applicable Fields

Organic Synthesis: Fmoc-O-trityl-L-serine is commonly used in organic synthesis as a building block for the preparation of peptides and other organic compounds. Its purpose in this field involves its ability to serve as a protected amino acid, allowing for selective modification and assembly of peptide chains. The mechanism of action in organic synthesis involves the removal of the Fmoc protecting group under specific reaction conditions, followed by further chemical transformations to achieve the desired product.

Storage

Conditions: Store in a cool and dry place, away from direct sunlight.

4. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

no data available

2.2 GHS label elements, including precautionary statements

Pictogram(s) no data available
Signal word

no data available

Hazard statement(s)

no data available

Precautionary statement(s)
Prevention

no data available

Response

no data available

Storage

no data available

Disposal

no data available

2.3 Other hazards which do not result in classification

no data available

5. Synthesis Route
111061-56-4Total: 1 Synthesis Route
 
28920-43-6
28920-43-6 227 Suppliers
 
 
111061-56-4
111061-56-4 82 Suppliers
6. Precursor and Product
7. Computed Properties
  • Molecular Weight:569.657g/mol
  • Molecular Formula:C37H31NO5
  • Compound Is Canonicalized:True
  • Exact Mass:7.2
  • XLogP3-AA:569.22022309
  • Monoisotopic Mass:569.22022309
  • Complexity:837
  • Rotatable Bond Count:11
  • Hydrogen Bond Donor Count:2
  • Hydrogen Bond Acceptor Count:5
  • Topological Polar Surface Area:84.9
  • Heavy Atom Count::43
  • Defined Atom Stereocenter Count:1
  • Undefined Atom Stereocenter Count:0
  • Defined Bond Stereocenter Count:0
  • Undefined Bond Stereocenter Count:0
  • Isotope Atom Count:0
  • Covalently-Bonded Unit Count:1
  • CACTVS Substructure Key Fingerprint:AAADceB+OAAAAAAAAAAAAAAAAAAAAYAAAAAwYMGDAAAAAGABVAAAHgAQCAAADWzhmAYwCILABgCIAiDSGAACAAAgAAAIiIGICIkKJiaAMTiLcAAl9gEYqAeAwPAOgAAAAAAQAAAAAAAAACAAAQAACAAAAA==
8.Other Information
BRN
5684859
Chemical Properties
white to light yellow crystal powde
9. Toltal 73 Suppliers View more
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10. Realated Product Infomation
 
 
 
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