Your Location：Home >Products >Biochemical Engineering >82689-19-8

82689-19-8

  • Product NameN-α-(tert-Butoxycarbonyl)-L-tryptophanol
  • Molecular FormulaC16H22N2O3
  • Molecular Weight290.362
  • Purity99%
  • AppearanceWhite to off-white powder
Inquiry

Product Details

Quick Details

  • CasNo： 82689-19-8
  • Molecular Formula： C16H22N2O3
  • Appearance： White to off-white powder
  • Purity： 99%

Pharmaceutical Intermediates N-α-(tert-Butoxycarbonyl)-L-tryptophanol 82689-19-8 Powder

  • Molecular Formula:C16H22N2O3
  • Molecular Weight:290.362
  • Appearance/Colour:White to off-white powder 
  • Vapor Pressure:1.47E-11mmHg at 25°C 
  • Melting Point:118-122 °C(lit.) 
  • Refractive Index:1.593 
  • Boiling Point:518.1 °C at 760 mmHg 
  • PKA:12.06±0.46(Predicted) 
  • Flash Point:267.1 °C 
  • PSA：74.35000 
  • Density:1.19 g/cm3 
  • LogP:2.98690 

N-alpha-Boc-L-tryptophanol(Cas 82689-19-8) Usage

Chemical Properties

White to off-white powder

N-α-(tert-Butoxycarbonyl)-L-tryptophanol is commonly used in the pharmaceutical industry as a starting material for the synthesis of various drugs and as a reagent in organic chemistry. It has been found to have potential therapeutic applications, including as an anticancer agent and as a treatment for neurological disorders.

IUPAC Name: tert-butyl N-[(2S)-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl]carbamate  
Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CNC2=CC=CC=C21)CO  
InChIKey: JEFQUFUAEKORKL-LBPRGKRZSA-N  
InChI: InChI=1S/C16H22N2O3/c1-16(2,3)21-15(20)18-12(10-19)8-11-9-17-14-7-5-4-6-13(11)14/h4-7,9,12,17,19H,8,10H2,1-3H3,(H,18,20)/t12-/m0/s1  

82689-19-8 Relevant articles

From BACE1 inhibitor to multifunctionality of tryptoline and tryptamine triazole derivatives for Alzheimer's disease

Jutamas Jiaranaikulwanitch 1,Piyarat Govitrapong 2,Valery V. Fokin 3 andOpa Vajragupta 1,*

, Molecules 2012, 17(7), 8312-8333;

(S)-1-Azido-3-(1H-indol-3-yl)propan-2-amine (11). To compound 10 (0.52 g, 1.65 mmol) in dichloromethane (10 mL) was treated dropwise with trifluoroacetic acid (2.50 mL, 33.04 mmol) at 0 °C and stirred at room temperature for 30 min.

Total syntheses of Hexahydropyrrolo[2,3-b]indole Alkaloids, (+)-pseudophrynamine 270 and (+)-pseudophrynamine 272A

Maity, Arindam,Munda, Mintu,Niyogi, Sovan,Kumar, Nivesh,Bisai, Alakesh

, (2021/12/09)

A general strategy for asymmetric approa...

Synthesis and structure–activity relationship of 3,4′-bispyridinylethylenes: Discovery of a potent 3-isoquinolinylpyridine inhibitor of protein kinase B (PKB/Akt) for the treatment of cancer

Author links open overlay panelQun Li a, Keith W. Woods a, Sheela Thomas a, Gui-Dong Zhu a, Garrick Packard a, John Fisher a, Tongmei Li a, Jianchun Gong a, Jurgen Dinges a, Xiaohong Song a, Jason Abrams a, Yan Luo a, Eric F. Johnson a, Yan Shi a, Xuesong Liu a, Vered Klinghofer a, Ron Des Jong b, Tilman Oltersdorf b, Vincent S. Stoll a, Clarissa G. Jakob a…Vincent L. Giranda a

, Bioorganic & Medicinal Chemistry Letters Volume 16, Issue 7, 1 April 2006, Pages 2000-2007

Compound 32 was treated with HCl to remove the PMB group and the resulting phenol was coupled to Boc-tryptophanol via the Mitsunobu reaction. Finally, acidic deprotection of the …

Synthesis, biological evaluation, and molecular modeling studies of chiral chloroquine analogues as antimalarial agents

Kondaparla, Srinivasarao,Debnath, Utsab,Dola, Vasantha Rao,Sinha, Manish,Katti, Seturam B.,Soni, Awakash,Srivastava, Kumkum,Puri, Sunil K.

, (2019/01/05)

In a focused exploration, we designed, s...

82689-19-8 Process route

methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoate
141215-69-2,33900-28-6

methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoate

N-t-butoxycarbonyl-tryptophanol
110659-38-6,143259-51-2,82689-19-8

N-t-butoxycarbonyl-tryptophanol

Conditions
Conditions Yield
methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoate; With sodium tetrahydroborate; In ethanol; at 0 - 30 ℃; for 10h;
With ammonium chloride; In ethanol; at 0 - 5 ℃;
95%
With sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;
93%
With lithium aluminium tetrahydride; In tetrahydrofuran; for 4h;
86%
With lithium aluminium tetrahydride; In tetrahydrofuran;
86%
With sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; ethanol;
 
With methanol; lithium borohydride; In tetrahydrofuran; at 20 ℃; for 1.5h; Inert atmosphere;
 
With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 25 ℃; for 4h;
 
With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 25 ℃; for 4h;
 
With sodium tetrahydroborate;
 
di-<i>tert</i>-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

L-tryptophanol
154-09-6,526-53-4,2899-29-8,52485-52-6

L-tryptophanol

N-t-butoxycarbonyl-tryptophanol
110659-38-6,143259-51-2,82689-19-8

N-t-butoxycarbonyl-tryptophanol

Conditions
Conditions Yield
In 1,4-dioxane; water; at 20 ℃; for 3h;
75%
In acetonitrile; at 23 ℃; for 3h;
73%
In 1,4-dioxane; water; at 25 ℃; for 12h; Inert atmosphere;
 
In 1,4-dioxane; water; at 25 ℃;
 

82689-19-8 Upstream products

  • 13139-14-5
    13139-14-5

    Boc-Trp-OH

  • 127476-51-1
    127476-51-1

    C21H28N2O6

  • 141215-69-2
    141215-69-2

    methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoate

  • 24424-99-5
    24424-99-5

    di-tert-butyl dicarbonate

82689-19-8 Downstream products

  • 82689-14-3
    82689-14-3

    N-tert-butyloxycarbonyl-tryptophanal

  • 882169-91-7
    882169-91-7

    (S)-[2-(5-bromopyridin-3-yloxy)-1-(1H-indol-3-ylmethyl)ethyl]carbamic acid tert-butyl ester

  • 882170-23-2
    882170-23-2

    [1-(3-bromo-phenoxymethyl)-2-(1H-indol-3-yl)-ethyl]-carbamic acid tert-butyl ester

;

Relevant Products

Contact Now

Submit

Contact us

Address:Room 1-11-1, No. 19 of North Tianshan Road, Deyang, SiChuan, China

Tel:+86-838-2274206/+86-838-2850606

Phone:+86-15328698287

Email:sales@biots.cn

Maps

Home About us Products R&D News Contact

links

Copyright @2009-2024 SICHUAN TONGSHENG AMINOACID CO.LTD ICP NO.:Zhejiang000000