(R)-7-[(Phenylamino)oxy]-1,4-dioxaspiro[4.5]decan-8-one

Base Information

• Chemical Name: (R)-7-[(Phenylamino)oxy]-1,4-dioxaspiro[4.5]decan-8-one
• CAS No.: 682746-13-0
• Molecular Formula: C14H17NO4
• Molecular Weight: 263.293
• DSSTox Substance ID: DTXSID40461338
• Nikkaji Number: J2.026.521C
• Wikidata: Q82285631

Synonyms:682746-13-0;(R)-7-[(Phenylamino)oxy]-1,4-dioxaspiro[4.5]decan-8-one;1,4-Dioxaspiro[4.5]decan-8-one, 7-[(phenylamino)oxy]-, (7R)-;(7R)-7-anilinooxy-1,4-dioxaspiro[4.5]decan-8-one;(R)-7-((Phenylamino)oxy)-1,4-dioxaspiro[4.5]decan-8-one;SCHEMBL809580;DTXSID40461338;AC6598;AKOS030617232;A915307

Chemical Property of (R)-7-[(Phenylamino)oxy]-1,4-dioxaspiro[4.5]decan-8-one

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 263.11575802
• Heavy Atom Count: 19
• Complexity: 321

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2(CC(C1=O)ONC3=CC=CC=C3)OCCO2
• Isomeric SMILES: C1CC2(C[C@H](C1=O)ONC3=CC=CC=C3)OCCO2

Technology Process of (R)-7-[(Phenylamino)oxy]-1,4-dioxaspiro[4.5]decan-8-one

There total 4 articles about (R)-7-[(Phenylamino)oxy]-1,4-dioxaspiro[4.5]decan-8-one 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: 96.0%

cyclohexanedione monoethylene ketal (4746-97-8) + Nitrosobenzene (586-96-9) → (R)-7-(N-phenyl-aminooxy)-2,3-dioxa-spiro[4.5]decan-8-one (682746-13-0)

Guidance literature:

With L-proline; In dimethyl sulfoxide; at 0 ℃;

DOI:10.1002/anie.200353085

Reference yield: 75.0%

cyclohexanedione monoethylene ketal (4746-97-8) + (7β,11β)-3,3-dimethyl-7,11-diphenyl-2,4-dioxaspiro[5.5]undecane-1,5,9-trione (627106-80-3) → (R)-4-hydroxy-1,4-dioxa-spiro[4.5]decan-8-one (851764-31-3) + (R)-7-(N-phenyl-aminooxy)-2,3-dioxa-spiro[4.5]decan-8-one (682746-13-0)

Guidance literature:

With L-proline; In dichloromethane; at 4 ℃; for 24h;

DOI:10.1021/ol050246e

Reference yield: 19.0%

cyclohexanedione monoethylene ketal (4746-97-8) + Nitrosobenzene (586-96-9) → (7R,9R)-7,9-bis(N-phenylaminooxy)-1,4-dioxa-spiro[4,5]decan-8-one + (R)-7-(N-phenyl-aminooxy)-2,3-dioxa-spiro[4.5]decan-8-one (682746-13-0)

Guidance literature:

With L-proline; In dimethyl sulfoxide; at 20 ℃;

DOI:10.1002/chem.200400137

upstream raw materials:

cyclohexanedione monoethylene ketal

Nitrosobenzene

4-(1,4-dioxaspiro<4.5>dec-7-en-8-yl)piperidine

(7β,11β)-3,3-dimethyl-7,11-diphenyl-2,4-dioxaspiro[5.5]undecane-1,5,9-trione

Downstream raw materials:

(+)-(R)-4-hydroxycyclohex-2-enone

(S)-(-)-4-hydroxy-2-cyclohexan-1-one

<(4R)-(+)-tert-Butoxydimethylsiloxy>-2-cyclohexen-1-on

FR65814

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