3-Hydroxyadamantane-1-carboxylic acid

Base Information

• Chemical Name: 3-Hydroxyadamantane-1-carboxylic acid
• CAS No.: 42711-75-1
• Molecular Formula: C11H16O3
• Molecular Weight: 196.246
• Hs Code.: 29181990
• European Community (EC) Number: 624-471-2
• DSSTox Substance ID: DTXSID90371418
• Wikidata: Q72483079
• Mol file: 42711-75-1.mol

Synonyms:3-Hydroxyadamantane-1-carboxylic acid;42711-75-1;3-hydroxy-1-adamantanecarboxylic acid;3-Hydroxy-adamantane-1-carboxylic acid;3-hydroxyadamantanecarboxylic acid;MFCD00193929;3-hydroxy-1-adamantane carboxylic acid;3-hydroxytricyclo[3.3.1.1~3,7~]decane-1-carboxylic acid;1-Carboxy-3-adamantanol;3-Hydroxyadamantane-1-carboxylicAcid;3-carboxy-1-adamantanol;Maybridge1_002102;Cambridge id 5133755;Oprea1_212876;Oprea1_756687;CBDivE_002740;1-hydroxy-3-carboxyadamantane;3-Carboxy-1-hydroxyadamantane;SCHEMBL961235;SCHEMBL18826930;HMS547H12;DTXSID90371418;CJJMAWPEZKYJAP-UHFFFAOYSA-N;AMY23984;3-hydroxy-1-adamantylcarboxylic acid;BBL002910;STK519364;AKOS000111822;AKOS016313883;3-hydroxy adamantane-1-carboxylic acid;CS-W001570;PS-3163;SDCCGMLS-0064664.P001;SDCCGMLS-0064664.P002;SY017065;BB 0217074;FT-0615828;H1255;EN300-16717;AE-848/01451011;SR-01000390867;(1r,5R,7S)-3-hydroxyadamantane-1-carboxylic acid;SR-01000390867-1;Z56757149;F0405-0031

Chemical Property of 3-Hydroxyadamantane-1-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.55E-06mmHg at 25°C
• Melting Point: 203 °C
• Refractive Index: 1.638
• Boiling Point: 357.2 °C at 760 mmHg
• PKA: 4.60±0.40(Predicted)
• Flash Point: 184 °C
• PSA: 57.53000
• Density: 1.419 g/cm³
• LogP: 1.40230
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 196.109944368
• Heavy Atom Count: 14
• Complexity: 283

Purity/Quality:

99% ^*data from raw suppliers

1-Carboxy-3-adamantanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3(CC1CC(C2)(C3)O)C(=O)O
• Uses: 3-Hydroxy-1-AdaMantane Carboxylic Acid is used in the synthesis of potent pyridyl amide/sulfonamide inhibitors of 11β-HSD-1 which could be applied to a treatment of ulcers or in hormone therapy treatments relating t o cortisol. 1-Carboxy-3-adamantanol is used in the synthesis of potent pyridyl amide/sulfonamide inhibitors of 11β-HSD-1 which could be applied to a treatment of ulcers or in hormone therapy treatments relating to cortisol.

Technology Process of 3-Hydroxyadamantane-1-carboxylic acid

There total 18 articles about 3-Hydroxyadamantane-1-carboxylic acid 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: 98.0%

1-Adamantanecarboxylic acid (828-51-3) → 3-hydroxyadamantane-1-carboxylic acid (42711-75-1)

Guidance literature:

With sulfuric acid; nitric acid; at 0 ℃;

DOI:10.1021/acs.jmedchem.7b00908

Reference yield: 95.0%

→ 3-hydroxyadamantane-1-carboxylic acid (42711-75-1) + 1-methoxycarbonyl-3-hydroxyadamantane (68435-07-4)

Guidance literature:

Reference yield: 80.0%

acetylacetonatocobalt(Co(AA)2) + 1-Adamantanecarboxylic acid (828-51-3) → 3-hydroxyadamantane-1-carboxylic acid (42711-75-1)

Guidance literature:

With acetic acid;

upstream raw materials:

3-bromoadamantane-1-carboxylic acid

1-Adamantanecarboxylic acid

1-methoxycarbonyl-3-hydroxyadamantane

1-Adamantyl bromide

Downstream raw materials:

1,4-di(3-carboxy-1-adamantyl)benzene

1-hydroxy-3-hydroxymethyladamantane

1-(3-benzyloxy-1-adamantyl)ethanol

3-benzyloxy-1-adamantyl methyl ketone

Refernces

• 1、 -. "Method for preparing non-natural amino acid". Paragraph 0056-0058. . Retrieved 2020/09/18.
• 2、 -. "Synthesis method of 3-hydroxy-1-adamantanecarboxylic acid". Paragraph 0022-0030. . Retrieved 2020/07/14.