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Benzyl (S)-(-)-tetrahydro-5-oxo-3-furanylcarbamate

  • CAS:87219-29-2
  • purity:99%
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Factory Sells Best Quality Benzyl (S)-(-)-tetrahydro-5-oxo-3-furanylcarbamate 87219-29-2 with USP

  • Molecular Formula: C12H13NO4
  • Molecular Weight: 235.24
  • Vapor Pressure: 0mmHg at 25°C 
  • Melting Point: 103-105 °C(lit.) 
  • Refractive Index: 1.561 
  • Boiling Point: 466.087 °C at 760 mmHg 
  • PKA: 10.87±0.20(Predicted) 
  • Flash Point: 235.681 °C 
  • PSA: 64.63000 
  • Density: 1.272 g/cm3 
  • LogP: 1.61920 

Benzyl (S)-(-)-tetrahydro-5-oxo-3-furanylcarbamate(Cas 87219-29-2) Usage

InChI:InChI=1/C12H13NO4/c14-11-6-10(8-16-11)13-12(15)17-7-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H,13,15)/t10-/m0/s1

87219-29-2 Relevant articles

Baeyer–Villiger monooxygenase-catalyzed desymmetrizations of cyclobutanones. Application to the synthesis of valuable spirolactones

Rodríguez-Mata, María,Lavandera, Iván,Gotor-Fernández, Vicente,Gotor, Vicente,García-Cerrada, Susana,Mendiola, Javier,de Frutos, óscar,Collado, Iván

supporting information, p. 7268 - 7275 (2016/10/26)

A series of γ-butyrolactone derivatives,...

Efficient and Selective Cu/Nitroxyl-Catalyzed Methods for Aerobic Oxidative Lactonization of Diols

Xie, Xiaomin,Stahl, Shannon S.

supporting information, p. 3767 - 3770 (2015/04/14)

Cu/nitroxyl catalysts have been identifi...

Studies towards the total synthesis of batzelladine A

Elliott, Mark C.,Long, Matthew S.

, p. 2003 - 2011 (2007/10/03)

Application of a diastereoselective thre...

β-Pseudopeptide foldamers. the homo-oligomers of (4R)-(2-oxo-1,3-oxazolidin-4-yl)-acetic acid (D-Oxac)

Luppi, Gianluigi,Galeazzi, Roberta,Garavelli, Marco,Formaggio, Fernando,Tomasini, Claudia

, p. 2181 - 2187 (2007/10/03)

A total synthesis in solution and a conf...

87219-29-2 Process route

[(1S)-3-hydroxy-1-(hydroxymethyl)propyl]carbamic acid phenylmethyl ester
118219-23-1

[(1S)-3-hydroxy-1-(hydroxymethyl)propyl]carbamic acid phenylmethyl ester

benzyl (3S)-5-oxotetrahydro-3-furanylcarbamate
87219-29-2

benzyl (3S)-5-oxotetrahydro-3-furanylcarbamate

benzyl (3S)-2-oxotetrahydro-3-furanylcarbamate
35677-89-5

benzyl (3S)-2-oxotetrahydro-3-furanylcarbamate

Conditions
Conditions Yield
With 1-methyl-1H-imidazole; [2,2]bipyridinyl; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate; In acetonitrile; at 22 ℃; for 6h; regioselective reaction;
85%
8%
With 1-methyl-1H-imidazole; [2,2]bipyridinyl; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate; 9-azabicyclo <3.3.1> nonane-N-oxyl; In acetonitrile; at 22 ℃; for 2h; regioselective reaction;
45%
55%
diethyl N-benzyloxycarbonyl-(S)-aspartate
57471-70-2

diethyl N-benzyloxycarbonyl-(S)-aspartate

benzyl (3S)-5-oxotetrahydro-3-furanylcarbamate
87219-29-2

benzyl (3S)-5-oxotetrahydro-3-furanylcarbamate

benzyl (3S)-2-oxotetrahydro-3-furanylcarbamate
35677-89-5

benzyl (3S)-2-oxotetrahydro-3-furanylcarbamate

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: calcium chloride; sodium tetrahydroborate / tetrahydrofuran; ethanol / 12 h / 25 °C
2: tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate; [2,2]bipyridinyl; 9-azabicyclo <3.3.1> nonane-N-oxyl; 1-methyl-1H-imidazole / acetonitrile / 2 h / 22 °C
With 1-methyl-1H-imidazole; [2,2]bipyridinyl; sodium tetrahydroborate; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate; 9-azabicyclo <3.3.1> nonane-N-oxyl; calcium chloride; In tetrahydrofuran; ethanol; acetonitrile;

87219-29-2 Upstream products

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    N-benzyloxycarbonyl (S)-β-homoserine benzyl ester

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    N-benzyloxycarbonyl-L-aspartic acid anhydride

  • 57471-70-2
    57471-70-2

    diethyl N-benzyloxycarbonyl-(S)-aspartate

  • 1152-61-0
    1152-61-0

    N-Cbz-L-Asp

87219-29-2 Downstream products

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    (2S,3S)-3-benzyloxycarbonylamino-2-isopropyl-γ-butirolactone

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    (2S,3S)-3-benzyloxycarbonylamino-2-phenylselenyl-1,4-butyrolactone

  • 104227-71-6
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    N-[(3S)-tetrahydro-5-oxo-3-furanyl]carbamic acid-1,1-dimethylethyl ester

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