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FMOC-O-tert-Butyl-L-serine

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FMOC-O-tert-Butyl-L-serine Basic information

Product Name:
FMOC-O-tert-Butyl-L-serine
Synonyms:
  • FMOC-L-Ser(tBu)-OH 98%
  • O-tert-Butyl-N-Fmoc-L-serine
  • 9-fluorenylmethoxycarbonyl-O-tert-butyl-L-serine
  • N-Fmoc-O-tert-Butyl-L-serine, Fmoc-O-tert-butyl-L-serine
  • N-FMOC-L-Ser (O-tert-Bu) OH
  • 2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-[(2-methylpropan-2-yl)oxy]propanoic acid
  • N-(9H-Fluorene-9-ylmethoxycarbonyl)-O-tert-butyl-L-serine
  • N-(9H-Fluorene-9-ylmethoxycarbonyl)-O-tert-butylserine
CAS:
71989-33-8
MF:
C22H25NO5
MW:
383.44
EINECS:
276-260-6
Product Categories:
  • Amino Acids (N-Protected)
  • Biochemistry
  • Serine [Ser, S]
  • Fmoc-Amino Acids and Derivatives
  • Fmoc-Amino Acids
  • Fmoc-Amino acid series
  • Fluorenes, Flurenones
  • Amino Acids
Mol File:
71989-33-8.mol
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FMOC-O-tert-Butyl-L-serine Chemical Properties

Melting point:
130.5-135.5 °C(lit.)
alpha 
25 º (c=1,EtOAc 24 ºC)
Boiling point:
510.36°C (rough estimate)
Density 
1.2369 (rough estimate)
refractive index 
24 ° (C=1, AcOEt)
storage temp. 
2-8°C
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka
3.44±0.10(Predicted)
form 
powder to crystal
color 
White to Almost white
optical activity
[α]20/D +25.5±1°, c = 1% in ethyl acetate
BRN 
3632013
InChI
InChI=1S/C22H25NO5/c1-22(2,3)28-13-19(20(24)25)23-21(26)27-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,23,26)(H,24,25)/t19-/m0/s1
InChIKey
REITVGIIZHFVGU-IBGZPJMESA-N
SMILES
C(O)(=O)[C@H](COC(C)(C)C)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O
CAS DataBase Reference
71989-33-8(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
24/25-36/37/39-27-26
WGK Germany 
3
HS Code 
29242990

MSDS

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FMOC-O-tert-Butyl-L-serine Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

Fmoc-Ser(tBu)-OH is an N-terminal protected reagent used in the peptide synthesis. Some of the reported examples are:

  • Total synthesis of an antibiotic, daptomycin, by cyclization via a chemoselective serine ligation.
  • Preparation of MUC1, a T-cell helper peptide, using iterative pentafluorophenyl ester-mediated fragment condensations.
  • Linear solid-phase peptide synthesis of ubiquitin and diubiquitin.

General Description

The product number for this product was previously 04-12-1033.

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FMOC-O-tert-Butyl-L-serine Preparation Products And Raw materials

Raw materials

FMOC-O-tert-Butyl-L-serineSupplier

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