Cyclohexanecarboxylic acid, 1,3,4-trihydroxy-5-(hydroxyimino)-, methyl ester, (1S,3R,4R,5E)- (9CI)

Base Information

Chemical Name:Cyclohexanecarboxylic acid, 1,3,4-trihydroxy-5-(hydroxyimino)-, methyl ester, (1S,3R,4R,5E)- (9CI)
CAS No.:494211-81-3
Molecular Formula:C8H13NO6
Molecular Weight:219.19192
Hs Code.:
Mol file:494211-81-3.mol

Synonyms:Cyclohexanecarboxylic acid, 1,3,4-trihydroxy-5-(hydroxyimino)-, methyl ester, (1S,3R,4R,5E)- (9CI)

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Chemical Property of Cyclohexanecarboxylic acid, 1,3,4-trihydroxy-5-(hydroxyimino)-, methyl ester, (1S,3R,4R,5E)- (9CI)

Chemical Property:

Melting Point:99 - 100 °C
PSA：119.58000
LogP:-1.76370

Purity/Quality:

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Technology Process of Cyclohexanecarboxylic acid, 1,3,4-trihydroxy-5-(hydroxyimino)-, methyl ester, (1S,3R,4R,5E)- (9CI)

There total 4 articles about Cyclohexanecarboxylic acid, 1,3,4-trihydroxy-5-(hydroxyimino)-, methyl ester, (1S,3R,4R,5E)- (9CI) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

: 57764-14-4
methyl 3-dehydroquinate

: 494211-81-3
methyl (1S,3E,4R,5R)-3-(hydroxyimino)-1,4,5-trihydroxycyclohexane-1-carboxylate

Guidance literature:: With hydroxylamine hydrochloride; sodium acetate; at 20 ℃; for 1.5h;
DOI:10.1039/b206066c

Reference yield:

: 227002-20-2
(1S,3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-1,4-dihydroxy-5-[(E)-hydroxyimino]-cyclohexanecarboxylic acid methyl ester

: 494211-81-3
methyl (1S,3E,4R,5R)-3-(hydroxyimino)-1,4,5-trihydroxycyclohexane-1-carboxylate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 16h;
DOI:10.1021/jo990004q

Reference yield:

: 189366-37-8
(1R,3R,4S)-4-(tert-butyldimethylsiloxy)-1-hydroxy-5-oxocyclohexane-1,3-carbolactone

: 494211-81-3
methyl (1S,3E,4R,5R)-3-(hydroxyimino)-1,4,5-trihydroxycyclohexane-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 49 percent / NaOMe / 1 h / 20 °C

2: 92 percent / aq. OHNH₃Cl, NaOAc / acetonitrile / 16 h / 20 °C

3: Bu₄NF / tetrahydrofuran / 16 h / 20 °C

With hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; sodium methylate; sodium acetate; In tetrahydrofuran; acetonitrile;
DOI:10.1021/jo990004q