((7S,9AS)-Octahydro-1H-pyrido[1,2-A]pyrazin-7-YL)methanol

Base Information

• Chemical Name: ((7S,9AS)-Octahydro-1H-pyrido[1,2-A]pyrazin-7-YL)methanol
• CAS No.: 145012-50-6
• Molecular Formula: C₉H₁₈N₂O
• Molecular Weight: 170.255
• DSSTox Substance ID: DTXSID80932471
• Wikidata: Q82908170
• Mol file: 145012-50-6.mol

Synonyms:145012-50-6;((7S,9AS)-OCTAHYDRO-1H-PYRIDO[1,2-A]PYRAZIN-7-YL)METHANOL;TRANS-OCTAHYDRO-2H-PYRIDO[1,2-A]PYRAZINE-7-METHANOL;179089-69-1;((7S,9aS)-octahydro-2H-pyrido[1,2-a]pyrazin-7-yl)methanol;[(7S,9aS)-2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazin-7-yl]methanol;trans-Octahydro-2H-pyrido-[1,2-a]pyrazine-7-methanol;SCHEMBL3543148;DTXSID80932471;(7S,9AS)-octahydro-1H-pyrido[1,2-a]pyrazin-7-yl)methanol;VFA01250;MFCD08275068;AKOS006285258;CS-0057246;D72937;(octahydro-2H-pyrido[1,2-a]pyrazin-7-yl)methanol;rel-((7R,9AR)-Octahydro-1H-pyrido[1,2-a]pyrazin-7-yl)methanol;((7S,9ALPHAS)-OCTAHYDRO-1H-PYRIDO[1,2-A]PYRAZIN-7-YL)-METHANOL;(7S,9aS)-7-Hydroxymethyl-2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine

Chemical Property of ((7S,9AS)-Octahydro-1H-pyrido[1,2-A]pyrazin-7-YL)methanol

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.548
• Boiling Point: 272.9°Cat760mmHg
• PKA: 14.88±0.10(Predicted)
• Flash Point: 118.9°C
• PSA: 35.50000
• Density: 1.11g/cm³
• LogP: -0.07080
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 170.141913202
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

97% ^*data from raw suppliers

trans-Octahydro-2H-pyrido-[1,2-a]pyrazine-7-methanol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CN2C1CNCC2)CO
• Isomeric SMILES: C1C[C@@H](CN2[C@@H]1CNCC2)CO

Technology Process of ((7S,9AS)-Octahydro-1H-pyrido[1,2-A]pyrazin-7-YL)methanol

There total 29 articles about ((7S,9AS)-Octahydro-1H-pyrido[1,2-A]pyrazin-7-YL)methanol 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: 68.0%

methyl trans-1-oxo-1,3,4,6,7,8,9,9a-octahydro-2H-pyrido<1,2-a>pyrazine-7-carboxylate (145033-25-6) → (7RS,9aSR)-trans-(octahydropyrido[1,2-a]pyrazin-7-yl)methanol (145012-50-6,145012-51-7,433734-91-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; Heating;

Reference yield:

[2-(toluene-4-sulfonyl)octahydropyrido[1,2-a]pyrazine-7-yl]methanol (780785-23-1) → ((7R,9aS)-octahydro-1H-pyrido[1,2-a]pyrazin-7-yl)methanol (764714-59-2,145012-50-6,145012-51-7,433734-91-9)

Guidance literature:

With sodium naphthalenide; In 1,2-dimethoxyethane; at -60 ℃;

DOI:10.1021/ja045966f

Reference yield:

(S)-2-cyano-5-dimethylcarbamoyl-2H-pyridine-1-carboxylic acid methyl ester (780784-69-2) → ((7R,9aS)-octahydro-1H-pyrido[1,2-a]pyrazin-7-yl)methanol (764714-59-2,145012-50-6,145012-51-7,433734-91-9)

Guidance literature:

Multi-step reaction with 8 steps

1: H₂ / Pd/C / methanol / 0.25 h / 20 °C

2: H₂; HCl / Pd/C / ethanol / 1 h / 20 °C

3: Et₃N / CH₂Cl₂ / 1 h / 20 °C

4: aq. NaOH / methanol / 1.5 h / Heating

5: NaBH₃CN; acetic acid / methanol / 2.5 h / -20 °C

6: Cs₂CO₃ / acetonitrile / 1 h / Heating

7: BH₃*NH₃; n-BuLi / tetrahydrofuran; hexane / 4 h

8: sodium naphthalenide / 1,2-dimethoxy-ethane / -60 °C

With hydrogenchloride; sodium hydroxide; n-butyllithium; borane-ammonia complex; hydrogen; sodium naphthalenide; sodium cyanoborohydride; caesium carbonate; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; acetonitrile;

DOI:10.1021/ja045966f

upstream raw materials:

(7R,9aR)-1-Oxo-octahydro-pyrido[1,2-a]pyrazine-7-carboxylic acid methyl ester

methyl trans-1-oxo-1,3,4,6,7,8,9,9a-octahydro-2H-pyrido<1,2-a>pyrazine-7-carboxylate

dimethyl trans-1-(2-(phthalimido)ethyl)piperidine-2,5-dicarboxylate

(7R,9AS)-Trans-7-(hydroxymethyl)-2-(tert-butoxycarbonyl)-2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine

Downstream raw materials:

((7R,9aS)-octahydro-1H-pyrido[1,2-a]pyrazin-7-yl)methanol

(7R,9AS)-Trans-7-(hydroxymethyl)-2-(tert-butoxycarbonyl)-2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine

(7S,9AS)-Cis-7-hydroxymethyl-2-(tert-butoxycarbonyl)-2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine

(7R,9aR)-7-Hydroxymethyl-octahydro-pyrido[1,2-a]pyrazine-2-carboxylic acid tert-butyl ester