4-hydroxyadamantane-1-carboxylic Acid

Base Information

• Chemical Name: 4-hydroxyadamantane-1-carboxylic Acid
• CAS No.: 81968-77-6
• Molecular Formula: C₁₁H₁₆O₃
• Molecular Weight: 196.246
• DSSTox Substance ID: DTXSID101288036
• Mol file: 81968-77-6.mol

Synonyms:4-hydroxyadamantane-1-carboxylic Acid;81968-77-6;4-hydroxyadamantane-1-carboxylicAcid;4-hydroxy-1-adamantanecarboxylic acid;Oprea1_273849;SCHEMBL1033879;SCHEMBL21426722;DFNDMKWFBDOGMU-UHFFFAOYSA-N;DTXSID101288036;4-hydroxy-1-adamantylcarboxylic acid;AKOS022141045;4-hydroxy adamantane-1-carboxylic acid;BS-50053;E83327

Chemical Property of 4-hydroxyadamantane-1-carboxylic Acid

Chemical Property:

• Melting Point: 117-128 °C(mixture of isomers)
• Boiling Point: 366.9±35.0 °C(Predicted)
• PKA: 4.66±0.40(Predicted)
• Density: 1.368±0.06 g/cm3(Predicted)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 196.109944368
• Heavy Atom Count: 14
• Complexity: 270

Purity/Quality:

99% ^*data from raw suppliers

4-Hydroxyadamantane-1-carboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3CC(C2)(CC1C3O)C(=O)O

Technology Process of 4-hydroxyadamantane-1-carboxylic Acid

There total 6 articles about 4-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: 100.0%

4-oxoadamantane-1-carboxylic acid (56674-87-4) → 4-hydroxyadamantane-1-carboxylic acid (81968-77-6)

Guidance literature:

With methanol; sodium tetrahydroborate; at 20 ℃; Cooling with ice;

Reference yield: 80.0%

methyl 4e-hydroxy-1-adamantanecarboxylate (41163-66-0,41163-67-1,81968-76-5) → 4e-hydroxy-1-adamantanecarboxylic acid (41163-64-8,41163-65-9,81968-77-6)

Guidance literature:

With sodium hydroxide; In methanol; diethyl ether; for 72h; Ambient temperature;

Reference yield: 12.0%

1-Adamantanecarboxylic acid (828-51-3) → 4-oxoadamantane-1-carboxylic acid (56674-87-4) + 4-hydroxyadamantane-1-carboxylic acid (81968-77-6) + 3-hydroxyadamantane-1-carboxylic acid (42711-75-1)

Guidance literature:

With sodium hydroxide; phosphate buffer; oxygen; iron(II) sulfate; In water; at 40 ℃; for 3h; Product distribution; investigation of the oxy-functionalization of adamantane-1-carboxylic acid;

upstream raw materials:

1-Adamantanecarboxylic acid

4-oxoadamantane-1-carboxylic acid

methyl 4-hydroxyadamantane-1-carboxylate

5-phenyladamantan-2-one

Downstream raw materials:

1-(1-aminoethyl)-4-adamantanol

Refernces

• 1、 -. "INHIBITORS OF 11BETA-HYDROXYSTEROID DEHYDROGENASE TYPE 1". Page/Page column 33. . Retrieved 2011/02/26.
• 2、 -. "CARBAMATE AND UREA INHIBITORS OF 11BETA-HYDROXYSTEROID DEHYDROGENASE 1". Page/Page column 46-47. . Retrieved 2009/12/05.