Cyclohexanecarboxamide, 2-hydroxy-, (1S,2S)- (9CI)

Base Information

• Chemical Name: Cyclohexanecarboxamide, 2-hydroxy-, (1S,2S)- (9CI)
• CAS No.: 216879-15-1
• Molecular Formula: C₇H₁₃NO₂
• Molecular Weight: 143.186
• Mol file: 216879-15-1.mol

Synonyms:(1S,2S)-2-Hydroxy-1-carboxamidocyclohexane

Chemical Property of Cyclohexanecarboxamide, 2-hydroxy-, (1S,2S)- (9CI)

Chemical Property:

• Boiling Point: 352.6±31.0 °C(Predicted)
• PKA: 14.71±0.40(Predicted)
• PSA: 63.32000
• Density: 1.174±0.06 g/cm3(Predicted)
• LogP: 0.72310

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclohexanecarboxamide, 2-hydroxy-, (1S,2S)- (9CI)

There total 14 articles about Cyclohexanecarboxamide, 2-hydroxy-, (1S,2S)- (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: 62.0%

2-cyanocyclohexanone (4513-77-3) → (1R,2S)-2-hydroxycyclohexanecarboxamide (454431-51-7,216879-15-1)

Guidance literature:

With Diethyl phosphoramidate; ketoreductase P₁-B₁₂; nicotinamide adenine dinucleotide phosphate; magnesium sulfate; isopropyl alcohol; In aq. phosphate buffer; at 28 ℃; for 6h; pH=7; stereoselective reaction;

DOI:10.1021/acs.orglett.6b01510

Reference yield: 58.0%

(1R,2S)-2-hydroxycyclohexane-1-carbonitrile (125356-62-9,125291-55-6) → (1S,2S)-2-hydroxycyclohexanecarboxamide (216879-15-1)

Guidance literature:

With hydrogenchloride; In water; at 55 ℃; for 2.5h;

Reference yield: 48.0%

trans-2-cyanocyclohexanol (63301-31-5,125291-55-6) → trans-2-aminocyclohexanecarboxylic acid amide (24947-95-3,73045-98-4,86009-76-9,216879-15-1)

Guidance literature:

With nitrile hydratase from Rhodococcus equi A₄; In methanol; phosphate buffer; at 30 ℃; for 3.5h; pH=7.5;

DOI:10.1139/v01-205

upstream raw materials:

cis-(1S,2S)-2-hydroxycyclohexane-1-carbonitrile

pimelonitrile

2-cyanocyclohexanone

(+/-)-cis-2-hydroxy-cyclohexanecarboxylic acid methyl ester

Refernces

• 1、 -. "NEUROPEPTIDE S RECEPTOR (NPSR) AGONISTS". Paragraph 000113; 000114. . Retrieved 2017/11/04.
• 2、 Dehli, Juan R.,Gotor, Vicente. "Dynamic kinetic resolution of 2-oxocycloalkanecarbonitriles: Chemoenzymatic syntheses of optically active cyclic β- and γ-amino alcohols". . p. 6816 - 6819. Retrieved 2007/10/03.