21149-17-7

  • Product NameMethyl2-(((benzyloxy)carbonyl)amino)acrylate
  • Molecular FormulaC12H13NO4
  • Molecular Weight235.24
  • Purity99%
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Product Details

Quick Details

  • CasNo: 21149-17-7
  • Molecular Formula: C12H13NO4
  • Purity: 99%

High Purity Methyl2-(((benzyloxy)carbonyl)amino)acrylate 21149-17-7 Factory Price

  • Molecular Formula:C12H13NO4
  • Molecular Weight:235.24
  • Vapor Pressure:2.62E-05mmHg at 25°C 
  • Refractive Index:1.525 
  • Boiling Point:358 °C at 760 mmHg 
  • Flash Point:170.3 °C 
  • PSA:64.63000 
  • Density:1.182 g/cm3 
  • LogP:1.99040 

Z-DEHYDRO-ALA-OME(Cas 21149-17-7) Usage

Chemical Properties

White solid

Synthesis Reference(s)

Canadian Journal of Chemistry, 59, p. 406, 1981 DOI: 10.1139/v81-062The Journal of Organic Chemistry, 31, p. 3928, 1966Synthetic Communications, 19, p. 695, 1989 DOI: 10.1080/00397918908050717

InChI:InChI=1/C12H13NO4/c1-9(11(14)16-2)13-12(15)17-8-10-6-4-3-5-7-10/h3-7H,1,8H2,2H3,(H,13,15)

21149-17-7 Relevant articles

Solid-phase synthesis of dehydroalanine derivatives

Yamada, Masaki,Miyajima, Tadatoshi,Horikawa, Hiroshi

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A novel solid-phase synthetic method for...

3-Imidoallenylphosphonates: In Situ Formation and β-Alkoxylation

Berton, Jan K. E. T.,Heugebaert, Thomas S. A.,Debrouwer, Wouter,Stevens, Christian V.

, p. 208 - 211 (2016)

3-Imidoallenylphosphonates, allenes bear...

Facile access to α,β-dehydroalanine and α,β-dehydroamino butyric acid derivatives from DL-serines and threonines

Yang, Yong-Qing,Ji, Meng-Chen,Lu, Zheng,Jiang, Mao,Huang, Wei-Wei,He, Xue-Zhi

, p. 977 - 982 (2016)

ABSTRACT: Not only α,β-dehydroamino acid...

Conjugate addition of ammo acid side chains to alkynones and alkynoic acid derivatives

Crisp, Geoffrey T.,Millan, Michael J.

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Suitably protected amino acids were used...

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SULFUR EXTRUSION FROM DISULFIDES BY CARBENES

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The present invention relates to a metho...

Catalytic Arylhydroxylation of Dehydroalanine in Continuous Flow for Simple Access to Unnatural Amino Acids

Khan, R. Kashif M.,Zhao, Yang,Scully, Tal D.,Buchwald, Stephen L.

, p. 15215 - 15218 (2018/09/25)

This report discloses the first example ...

21149-17-7 Process route

methyl 2-(benzyloxycarbonylamino)-3-hydroxypropanoate
14464-15-4

methyl 2-(benzyloxycarbonylamino)-3-hydroxypropanoate

methyl 2-(benzyloxycarbonylamino)acrylate
21149-17-7

methyl 2-(benzyloxycarbonylamino)acrylate

Conditions
Conditions Yield
With dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; p-toluenesulfonyl chloride; In acetonitrile; at 20 ℃; Molecular sieve;
72%
methyl 2-(benzyloxycarbonylamino)-3-hydroxypropanoate; With dichloroacethyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 1.5h;
With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 4h; Heating;
48%
Multi-step reaction with 2 steps
1: 81 percent / pyridine / CH2Cl2 / 2 h / 20 °C
2: 84 percent / K2CO3 / dimethylformamide / 1 h / 65 °C
With pyridine; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide;
Multi-step reaction with 2 steps
1: 58 percent / phosphorus pentachloride / CHCl3 / 4 h / 0 °C
2: 84 percent / diazabicyclo<5.4.0>undec-7-ene / CHCl3 / 1 h / 60 °C
With phosphorus pentachloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In chloroform;
With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 - 20 ℃; for 1.33333h;
1.1 g
Multi-step reaction with 2 steps
1.1: triethylamine / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere
1.2: 1 h / 0 °C
2.1: triethylamine / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
With triethylamine; In tetrahydrofuran;
(S)-methyl 2-(benzyloxycarbonyl)-3-hydroxypropanoate

(S)-methyl 2-(benzyloxycarbonyl)-3-hydroxypropanoate

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

methyl 2-(benzyloxycarbonylamino)acrylate
21149-17-7

methyl 2-(benzyloxycarbonylamino)acrylate

Conditions
Conditions Yield
(S)-methyl 2-(benzyloxycarbonyl)-3-hydroxypropanoate; methanesulfonyl chloride; With triethylamine; In dichloromethane; at -15 - 0 ℃; for 0.5h;
With methanol; In dichloromethane; at 20 ℃; for 1.5h;
92%

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