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HomeProduct name listFMOC-O-tert-Butyl-L-serine

FMOC-O-tert-Butyl-L-serine

Synonym(s):Fmoc-O-tert-butyl-L-serine;Fmoc-Ser(tBu)-OH;N-α-Fmoc-O-t.-butyl-L-serine

  • CAS NO.:71989-33-8
  • Empirical Formula: C22H25NO5
  • Molecular Weight: 383.44
  • MDL number: MFCD00037127
  • EINECS: 276-260-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-12-07 16:07:34
FMOC-O-tert-Butyl-L-serine Structural

What is FMOC-O-tert-Butyl-L-serine?

Chemical properties

white to light yellow crystal powde

The Uses of FMOC-O-tert-Butyl-L-serine

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.

To obtain a certificate of analysis (CoA) of a lot that begins with the letter “A”, please select the option in the right hand menu “Request a COA for Lot#s starting with A”.

Properties of FMOC-O-tert-Butyl-L-serine

Melting point: 130.5-135.5 °C(lit.)
Boiling point: 510.36°C (rough estimate)
alpha  25 º (c=1,EtOAc 24 ºC)
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
CAS DataBase Reference 71989-33-8(CAS DataBase Reference)

Safety information for FMOC-O-tert-Butyl-L-serine

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for FMOC-O-tert-Butyl-L-serine

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

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