3-Cyclohexen-1-ol, 5-(6-chloro-3-pyridinyl)-4-nitro-, (1R,5R)-

Base Information

Chemical Name:3-Cyclohexen-1-ol, 5-(6-chloro-3-pyridinyl)-4-nitro-, (1R,5R)-
CAS No.:820215-80-3
Molecular Formula:C11H11ClN2O3
Molecular Weight:254.673
Hs Code.:
DSSTox Substance ID:DTXSID40459154
Wikidata:Q82282803

Synonyms:820215-80-3;3-Cyclohexen-1-ol, 5-(6-chloro-3-pyridinyl)-4-nitro-, (1R,5R)-;DTXSID40459154

Suppliers and Price of 3-Cyclohexen-1-ol, 5-(6-chloro-3-pyridinyl)-4-nitro-, (1R,5R)-

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Chemical Property of 3-Cyclohexen-1-ol, 5-(6-chloro-3-pyridinyl)-4-nitro-, (1R,5R)-

Chemical Property:

XLogP3:2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:254.0458199
Heavy Atom Count:17
Complexity:329

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1C=C(C(CC1O)C2=CN=C(C=C2)Cl)[N+](=O)[O-]
Isomeric SMILES:C1C=C([C@H](C[C@@H]1O)C2=CN=C(C=C2)Cl)[N+](=O)[O-]

Technology Process of 3-Cyclohexen-1-ol, 5-(6-chloro-3-pyridinyl)-4-nitro-, (1R,5R)-

There total 6 articles about 3-Cyclohexen-1-ol, 5-(6-chloro-3-pyridinyl)-4-nitro-, (1R,5R)- 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: 71.0%

: 820215-78-9
(1S,3R,4R,5S)-3-(6-chloropyridin-3-yl)-5-methoxy-4-nitrocyclohexanol

: 820215-80-3
(1S,5R)-5-(6-chloropyridin-3-yl)-4-nitrocyclohex-3-enol

Guidance literature:: With sodium methylate; In tert-butyl alcohol; at 20 ℃;
DOI:10.1016/j.tetlet.2004.10.082

Reference yield:

: 875553-03-0
(4S,5R,6S)-6-(6-chloropyridin-3-yl)-2-hydroxy-4-methoxy-5-nitrocyclohex-1-enecarboxylic acid allyl ester

: 820215-80-3
(1S,5R)-5-(6-chloropyridin-3-yl)-4-nitrocyclohex-3-enol

Guidance literature:: (4S,5R,6S)-6-(6-chloropyridin-3-yl)-2-hydroxy-4-methoxy-5-nitrocyclohex-1-enecarboxylic acid allyl ester; With formic acid; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; at 20 ℃;

With L-Selectride; In tetrahydrofuran; at -78 ℃;

With sodium methylate; In tert-butyl alcohol; Further stages.;
DOI:10.2533/chimia.2007.269

Reference yield:

: 875553-02-9
allyl (4E)-2-[(1R)-1-(6-chloropyridin-3-yl)-2-nitroethyl]-5-methoxy-3-oxo-4-pentenoate

: 820215-80-3
(1S,5R)-5-(6-chloropyridin-3-yl)-4-nitrocyclohex-3-enol

Guidance literature:: Multi-step reaction with 2 steps

1.1: KOH / ethanol / 0 °C

2.1: PPh₃; HCOOH; Et₃N / Pd(OAc)2 / tetrahydrofuran / 20 °C

2.2: L-selectride / tetrahydrofuran / -78 °C

2.3: NaOMe / 2-methyl-propan-2-ol

With potassium hydroxide; formic acid; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; ethanol;
DOI:10.2533/chimia.2007.269