trans-2-Amino-cycloheptanol

Base Information

• Chemical Name: trans-2-Amino-cycloheptanol
• CAS No.: 260065-70-1
• Molecular Formula: C₇H₁₅NO
• Molecular Weight: 129.202
• European Community (EC) Number: 802-235-1,803-710-6
• Mol file: 260065-70-1.mol

Synonyms:trans-2-Amino-cycloheptanol;42565-73-1;trans-2-Aminocycloheptanol;(1R,2R)-2-aminocycloheptan-1-ol;260065-70-1;(1R,2R)-2-Amino-cycloheptanol;SCHEMBL4286832;ZWOFTVSNNFYPAB-RNFRBKRXSA-N;MFCD08669712;AKOS027326091;AT10930;rac-(1R,2R)-2-aminocycloheptan-1-ol;Cycloheptanol,2-amino-,(1R,2R)-(9ci);EN300-213456;REL-(1R,2R)-2-AMINOCYCLOHEPTAN-1-OL;EN300-1266442;(1R,2R)-trans-2-Aminocycloheptanol, >=99% (GC);Z1198180675

Chemical Property of trans-2-Amino-cycloheptanol

Chemical Property:

• Boiling Point: 222.3±33.0 °C(Predicted)
• PKA: 14.95±0.40(Predicted)
• PSA: 46.25000
• Density: 1.003±0.06 g/cm3(Predicted)
• LogP: 1.33900
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 129.115364102
• Heavy Atom Count: 9
• Complexity: 85

Purity/Quality:

99% ^*data from raw suppliers

(1R,2R)-trans-2-Aminocycloheptanol ≥99% (GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C(CC1)O)N
• Isomeric SMILES: C1CC[C@H]([C@@H](CC1)O)N
• Uses: (1R,2R)-trans-2-Aminocycloheptanol can be used as a reactant for the preparation of 4,6-difluoro-N-(1S,2S)-2-hydroxycyclohexyl-1-((6-(1-methyl-1H-pyrazol-4-yl)pyridine-3-yl)methyl)-1H-indole-3-carboxamide as a potent M1 ago-positive allosteric modulator (PAM).

Technology Process of trans-2-Amino-cycloheptanol

There total 7 articles about trans-2-Amino-cycloheptanol 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: 78.0%

(1R,2R)-trans-2-azidocycloheptanol (125356-52-7) → (1R,2R)-trans-2-aminocycloheptanol (260065-70-1)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; water; at 20 ℃; for 12h;

DOI:10.1271/bbb.63.2150

Reference yield:

8-oxabicyclo[5.1.0]octane (286-45-3) → (1R,2R)-trans-2-aminocycloheptanol (260065-70-1)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium azide; ammonium chloride / dimethylformamide; H₂O / 3 h / Heating

2: 45 percent / lipase AK from Pseudomonas sp. / 20 h / 40 °C

3: NaOMe / methanol / 1 h / 20 °C

4: 78 percent / triphenylphosphine / tetrahydrofuran; H₂O / 12 h / 20 °C

With sodium azide; lipase AK from Pseudomonas sp; ammonium chloride; sodium methylate; triphenylphosphine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; 1: Ring cleavage / 2: Acetylation / 3: Deacetylation / 4: Reduction;

DOI:10.1271/bbb.63.2150

Reference yield:

(1R,2R)-2-((R)-1-Phenyl-ethylamino)-cycloheptanol → (1R,2R)-trans-2-aminocycloheptanol (260065-70-1)

Guidance literature:

With palladium on activated charcoal; ammonium formate; In methanol; Ambient temperature;

DOI:10.1021/jm970065l

upstream raw materials:

(1R,2R)-trans-2-azidocycloheptanol

Cycloheptene

8-oxabicyclo[5.1.0]octane

Acetic acid (1R,2R)-2-azido-cycloheptyl ester