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A4314612

Fmoc-Ser(tBu)-OH , 98% , 71989-33-8

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

Pack Size Price Stock Quantity
5G RMB24.00 In Stock
25G RMB111.20 In Stock
100G RMB415.20 In Stock
500g RMB2031.20 In Stock
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Update time: 2022-07-08

PRODUCT 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.
form  powder to crystal
pka 3.44±0.10(Predicted)
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)

Description and 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.

Safety

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  24/25-36/37/39-27-26
WGK Germany  3
HS Code  29242990

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