cas 80828-13-3, Octahydro-1H-indole-2-carboxylic acid

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Efficient access to N-protected derivatives of (R,R,R)- and (S,S,S)-octahydroindole-2-carboxylic acid by HPLC resolution
The preparation of the proline analogue (2S,3aS,7aS)-octahydroindole-2-carboxylic acid (Oic) and its enantiomer, (2R,3aR,7aR)-Oic, is described. A racemic precursor has been synthesized in good yield and subjected to HPLC resolution on a chiral column. The high efficiency of both the synthetic and chromatographic procedures has allowed the isolation of multigram quantities of each amino acid in enantiomerically pure form and suitably protected for use in peptide synthesis.
Sayago, Francisco J.,Jimenez, Ana I.,Cativiela, Carlos
p. 2358 - 2364
(2008/02/12)

Total synthesis and enzyme-substrate interaction of D-, DL-, and L-Phosphinotricine, 'bialaphos' (SF-1293) and its cyclic analogues
DL-Phosphonotricine (3) and its cyclic analogue (4) have been synthesized using the four-component isocyanide condensation of Ugi and Ugi-analogous three-component condensation, respectively. High selectivity of the enzyme-substrate interaction was established with the enzymes α-chymotrypsin, phosphodiesterase I, and alkaline mesintericopeptidase, as well as by separation of the racemic mixture to optical antipodes by the α-chymotripsin. The tripeptide 'bialaphos' (11) and its D-antipode (11a) have been synthesized by the method of activated esters, and the cyclic analogue (15) by the DCC method. It was found that the phospholane L-(5) and the tripeptide (18) exhibit anti-tumour activity.
Natchev, Ivan A.
p. 125 - 131
(2007/10/02)

Synthesis and structure-activity relationships of potent new angiotensin converting enzyme inhibitors containing saturated bicyclic amino acids
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Blankley,Kaltenbronn,DeJohn,Werner,Bennett,Bobowski,Krolls,Johnson,Pearlman,Hoefle
p. 992 - 998
(2007/10/02)

DIASTEREOSELECTIVE SYNTHESIS OF BICYCLIC AMINO ACIDS VIA RING CONTRACTION OF α-CHLOROLACTAMS
Bicyclic lactams were converted to their α-chloro-derivatives and subjected to ring contraction under basic conditions to give bicyclic acids in diasteroselective fashion.
Henning, R.,Urbach, H.
p. 5339 - 5342
(2007/10/02)

COUPLING OF β-ACETAMIDO RADICALS WITH α-CHLORO ACRYLONITRILE - A NEW ACCESS TO DISUBSTITUTED PROLINE DERIVATIVES
β-Acetamido radicals are prepared by reduction of organomercurials and coupled with α-chloro-acrylonitrile.The coupling products are further converted to proline derivatives.
Henning, R.,Urbach, H.
p. 5343 - 5346
(2007/10/02)

Chemical Properties

Appearance/Colour :white crystalline solid
Melting Point: 233-234 °C (decomp)(Solv: 1,4-dioxane (123-91-1); water (7732-18-5))
Boiling Point: 318.6 °C at 760 mmHg
Flash Point:146.5 °C
Density: 1.135 g/cm³
Storage Temp.:-15°C
PKA: 2.47±0.20(Predicted)
PSA: 49.33000
LogP: 1.32050

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80828-13-3

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Chemical Properties

Appearance/Colour :white crystalline solid

Melting Point: 233-234 °C (decomp)(Solv: 1,4-dioxane (123-91-1); water (7732-18-5))

Boiling Point: 318.6 °C at 760 mmHg

Flash Point:146.5 °C

Density: 1.135 g/cm³

Storage Temp.:-15°C

PKA: 2.47±0.20(Predicted)

PSA: 49.33000

LogP: 1.32050

Global suppliers and manufacturers of 80828-13-3total 65 suppliers on LookChem

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80828-13-3

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Chemical Properties

Appearance/Colour :white crystalline solid

Melting Point: 233-234 °C (decomp)(Solv: 1,4-dioxane (123-91-1); water (7732-18-5))

Boiling Point: 318.6 °C at 760 mmHg

Flash Point:146.5 °C

Density: 1.135 g/cm3

Storage Temp.:-15°C

PKA: 2.47±0.20(Predicted)

PSA: 49.33000

LogP: 1.32050

Global suppliers and manufacturers of 80828-13-3total 65 suppliers on LookChem

Density: 1.135 g/cm³