71989-33-8

  • Product NameFmoc-O-tert-Butyl-L-serine, Fmoc-Ser(tbu)-OH
  • Molecular FormulaC22H25NO5
  • Molecular Weight383.444
  • Purity99%
  • Appearancewhite to light yellow crystal powder
Inquiry

Product Details

Quick Details

  • CasNo: 71989-33-8
  • Molecular Formula: C22H25NO5
  • Appearance: white to light yellow crystal powder
  • Purity: 99%

Fmoc-O-tert-Butyl-L-serine / Fmoc-Ser(tbu)-OH 71989-33-8 with Best Price

  • Molecular Formula:C22H25NO5
  • Molecular Weight:383.444
  • Appearance/Colour:white to light yellow crystal powder 
  • Vapor Pressure:3.16E-14mmHg at 25°C 
  • Melting Point:127-131 °C 
  • Refractive Index:24 ° (C=1, AcOEt) 
  • Boiling Point:578.6 °C at 760 mmHg 
  • PKA:3.44±0.10(Predicted) 
  • Flash Point:303.7 °C 
  • PSA:84.86000 
  • Density:1.216 g/cm3 
  • LogP:4.18430 

Fmoc-O-tert-Butyl-L-serine(Cas 71989-33-8) Usage

Chemical Properties

white to light yellow crystal powde

Uses

Fmoc-Ser(tBu)-OH is an N-terminal protected reagent used in the peptide synthesis. It also can be used as polymer-supported. Fmoc-O-tert-Butyl-L-serine is commercially available.

General Description

Fmoc-Thr(tbu)-OH self-assembles to sphere at lower concentration which changes to dumb-bell shapes at higher concentration under room temperature conditions.

InChI:InChI=1/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)/p-1/t19-/m0/s1

71989-33-8 Relevant articles

Racemization studies of Fmoc-Ser (tBu)-OH during stepwise continuous-flow solid-phase peptide synthesis

A Di Fenza, M Tancredi, C Galoppini, P Rovero - Tetrahedron letters, 1998

We observed unexpectedly high levels of racemization of Fmoc-Ser(tBu)-OH during automated … We describe unexpectedly high levels of racemization of Fmoc-Ser(tBu)-OH during …

Stereoselective Polymer-Supported Synthesis of Morpholine- and Thiomorpholine-3-carboxylic Acid Derivatives

Petra Králová†∥, Veronika Fülöpová‡∥, Michal Maloň§, Tereza Volná†, Igor Popa†, and Miroslav Soural*‡

ACS Comb. Sci. 2017, 19, 3, 173–180

Herein we report the polymer-supported synthesis of 3,4-dihydro-2H-1,4-oxazine-3-carboxylic acid derivatives using immobilized Fmoc-Ser(tBu)-OH and Fmoc-Thr(tBu)-OH as the starting materials.

A tuned affinity-based staurosporine probe for in situ profiling of protein kinases

X Cheng, L Li, M Uttamchandani, SQ Yao

Chemical Communications, 2014

Briefly, Fmoc-O-tert-butyl-L-serine was coupled with propargylamine, giving 2, which was reacted with 2-chloroacetyl chloride upon Fmoc deprotection. The resulting intermediate 4 was …

71989-33-8 Process route

(S)-3-tert-Butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid tert-butyl ester
129460-16-8

(S)-3-tert-Butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid tert-butyl ester

Fmoc-Ser(tBu)-OH
71989-33-8

Fmoc-Ser(tBu)-OH

N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine
73724-45-5

N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine

Conditions
Conditions Yield
With silica gel; In toluene; for 1.25h; Heating;
76%
8%
Fmoc-Ser(tBu)-OMe

Fmoc-Ser(tBu)-OMe

Fmoc-Ser(tBu)-OH
71989-33-8

Fmoc-Ser(tBu)-OH

Conditions
Conditions Yield
With magnesium iodide; In tetrahydrofuran; at 120 ℃; for 1h; chemoselective reaction; Inert atmosphere; Microwave irradiation; Sealed tube;
98%
With aluminum (III) chloride; In ethyl acetate; Reflux;
86%

71989-33-8 Upstream products

  • 18822-58-7
    18822-58-7

    (S)-O-tert-butylserine

  • 102774-86-7
    102774-86-7

    9-fluorenylmethyl N-succinimidyl carbonate

  • 82911-69-1
    82911-69-1

    N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

  • 132776-33-1
    132776-33-1

    O-tert-Butyl-L-serine Methyl Ester p-Toluenesulfonate

71989-33-8 Downstream products

  • 71989-34-9
    71989-34-9

    Fmoc-Ser(t-Bu)-ONp

  • 113534-37-5
    113534-37-5

    Fmoc-Ser(tBu)-OTDO

  • 176842-74-3
    176842-74-3

    N-(9-fluorenylmethoxycarbonyl)-O-(tert-butyl)-L-seryl-L-proline benzyl ester

  • 105751-13-1
    105751-13-1

    O-tert-butyl-Nα-(fluoren-9-ylmethoxycarbonyl)-L-serine pentafluorophenyl ester

;