(R)-octahydropyrazino[2,1-c][1,4]oxazine

Base Information

• Chemical Name: (R)-octahydropyrazino[2,1-c][1,4]oxazine
• CAS No.: 508241-14-3
• Molecular Formula: C7H14N2O
• Molecular Weight: 142.201
• European Community (EC) Number: 896-996-7
• Mol file: 508241-14-3.mol

Synonyms:508241-14-3;(R)-octahydropyrazino[2,1-c][1,4]oxazine;(9aR)-Octahydropyrazino[2,1-c][1,4]oxazine;(R)-Octahydro-pyrazino[2,1-c][1,4]oxazine;Pyrazino[2,1-c][1,4]oxazine, octahydro-, (9aR)- (9CI);(9aR)-1,3,4,6,7,8,9,9a-octahydropyrazino[2,1-c][1,4]oxazine;MFCD18830120;(9aR)-octahydropiperazino[2,1-c]morpholine;SCHEMBL994546;PYRAZINO[2,1-C][1,4]OXAZINE,OCTAHYDRO-,(9AR)-;ZWNWCROZSHWHSF-SSDOTTSWSA-N;AKOS006357134;CS-0012687;EN300-6965273

Chemical Property of (R)-octahydropyrazino[2,1-c][1,4]oxazine

Chemical Property:

• Boiling Point: 234.4±35.0 °C(Predicted)
• PKA: 9.47±0.20(Predicted)
• PSA: 24.50000
• Density: 1.10±0.1 g/cm3(Predicted)
• LogP: -0.44290
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 142.110613074
• Heavy Atom Count: 10
• Complexity: 118

Purity/Quality:

97% ^*data from raw suppliers

(R)-Octahydropyrazino[2,1-c][1,4]oxazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN2CCOCC2CN1
• Isomeric SMILES: C1CN2CCOC[C@H]2CN1

Technology Process of (R)-octahydropyrazino[2,1-c][1,4]oxazine

There total 6 articles about (R)-octahydropyrazino[2,1-c][1,4]oxazine 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: 73.0%

(R)-hexahydropyrazino[2,1-c][1,4]oxazin-4-one (930783-26-9) → (R)-octahydropiperazine[2,1-c][1,4]oxazine (508241-14-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; 1,4-dioxane; at 80 ℃; for 2.5h;

Reference yield:

(R)-tert-butyl 3-(hydroxymethyl)piperazine-1-carboxylate (278788-66-2) → (R)-octahydropiperazine[2,1-c][1,4]oxazine (508241-14-3)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 5 h / 0 - 20 °C

2: potassium tert-butylate / tetrahydrofuran / 1.25 h / 0 °C

3: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

4: lithium aluminium tetrahydride / tetrahydrofuran; 1,4-dioxane / 2.5 h / 80 °C

With lithium aluminium tetrahydride; potassium tert-butylate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

DOI:10.1021/jm3003747

Reference yield:

C7H12N2O2*ClH (1383427-89-1) → (R)-octahydropiperazine[2,1-c][1,4]oxazine (508241-14-3)

Guidance literature:

C₇H₁₂N₂O₂*ClH; With borane-THF; In tetrahydrofuran; at 90 ℃; for 14h;

With hydrogenchloride; In tetrahydrofuran; water; at 0 - 60 ℃; for 4h;

With ammonia; In methanol;

upstream raw materials:

(R)-hexahydropyrazino[2,1-c][1,4]oxazin-4-one

(R)-4-(2-chloroacetyl)-3-(hydroxymethyl)piperazine-1-carboxylic acid tert-butyl ester

(R)-4-oxohexahydropyrazino[2,1-c][1,4]oxazine-8-carboxylic acid tert-butyl ester

(R)-4-N-Boc-2-hydroxymethyl-piperazine hydrochloride

Downstream raw materials:

8-[(6R)-1,8-diaza-4-oxabicyclo[4.4.0]decan-8-ylmethyl]-5-(3,4-dimethoxybenzylamino)-2-(2-furyl)[1,2,4]triazolo[1,5-c]pyrimidine