(3aS,4R,7S,7aR)-2,2-dimethyltetrahydro-4,7-methano[1,3]dioxolo[4,5-c]pyridin-6(3aH)-one

Base Information

Chemical Name:(3aS,4R,7S,7aR)-2,2-dimethyltetrahydro-4,7-methano[1,3]dioxolo[4,5-c]pyridin-6(3aH)-one
CAS No.:178032-63-8
Molecular Formula:C₉H₁₃NO₃
Molecular Weight:183.207
Hs Code.:29339980
DSSTox Substance ID:DTXSID70436872
Wikidata:Q82252213
Mol file:178032-63-8.mol

Synonyms:178032-63-8;(3aS,4R,7S,7aR)-2,2-dimethyltetrahydro-4,7-methano[1,3]dioxolo[4,5-c]pyridin-6(3aH)-one;(1S,2R,6S,7R)-4,4-DIMETHYL-3,5-DIOXA-8-AZATRICYCLO[5.2.1.0(2,6)]DECAN-9-ONE;(1S,2R,6S,7R)-4,4-dimethyl-3,5-dioxa-8-azatricyclo[5.2.1.02,6]decan-9-one;ST073186;SCHEMBL3039381;DTXSID70436872;CSGIROCFQXHTKS-WNJXEPBRSA-N;AMY27791;ZB0790;AKOS024284172

Suppliers and Price of (3aS,4R,7S,7aR)-2,2-dimethyltetrahydro-4,7-methano[1,3]dioxolo[4,5-c]pyridin-6(3aH)-one

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

American Custom Chemicals Corporation
(1S,2R,6S,7R)-4,4-DIMETHYL-3,5-DIOXA-8-AZATRICYCLO[5.2.1.0(2,6)]DECAN-9-ONE 95.00%
1G
$ 823.46

Total 5 raw suppliers

Chemical Property of (3aS,4R,7S,7aR)-2,2-dimethyltetrahydro-4,7-methano[1,3]dioxolo[4,5-c]pyridin-6(3aH)-one

Chemical Property:

Vapor Pressure:0mmHg at 25°C
Melting Point:150-152 °C
Refractive Index:1.494
Boiling Point:356.971°C at 760 mmHg
PKA:14.93±0.40(Predicted)
Flash Point:169.691°C
PSA：47.56000
Density:1.201g/cm³
LogP:0.35360
XLogP3:-0.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:0
Exact Mass:183.08954328
Heavy Atom Count:13
Complexity:276

Purity/Quality:

99% ^*data from raw suppliers

(1S,2R,6S,7R)-4,4-DIMETHYL-3,5-DIOXA-8-AZATRICYCLO[5.2.1.0(2,6)]DECAN-9-ONE 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:
Safety Statements: 24/25

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1(OC2C3CC(C2O1)NC3=O)C
Isomeric SMILES:CC1(O[C@@H]2[C@@H]3C[C@H]([C@@H]2O1)NC3=O)C

Technology Process of (3aS,4R,7S,7aR)-2,2-dimethyltetrahydro-4,7-methano[1,3]dioxolo[4,5-c]pyridin-6(3aH)-one

There total 2 articles about (3aS,4R,7S,7aR)-2,2-dimethyltetrahydro-4,7-methano[1,3]dioxolo[4,5-c]pyridin-6(3aH)-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: 84.0%

: 77-76-9
2,2-dimethoxy-propane

: 79200-55-8
(1R,4S,5R,6S)-5,6-dihydroxy-2-azabicyclo[2.2.1]heptan-3-one

: 178032-63-8,220507-10-8
[3aS-(3aα,4β,7β,7aα)]tetrahydro-2,2-dimethyl-4,7-methano-1,3-dioxolo[4,5-c]pyridin-6(3aH)-one

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 20 ℃; for 20h;
DOI:10.3390/molecules180911576

Reference yield:

: 79200-56-9
(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

: 178032-63-8,220507-10-8
[3aS-(3aα,4β,7β,7aα)]tetrahydro-2,2-dimethyl-4,7-methano-1,3-dioxolo[4,5-c]pyridin-6(3aH)-one

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / OsO₄, NMO / acetone / 3 h / Ambient temperature

2: p-TsOH / dimethylformamide / 20 h / Ambient temperature

With osmium(VIII) oxide; N-methyl-2-indolinone; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; acetone;
DOI:10.1039/cc9960002765

Reference yield:

: 178032-63-8,220507-10-8
[3aS-(3aα,4β,7β,7aα)]tetrahydro-2,2-dimethyl-4,7-methano-1,3-dioxolo[4,5-c]pyridin-6(3aH)-one

: 183272-51-7
Toluene-4-sulfonic acid (3aR,4R,6R,6aS)-6-tert-butoxycarbonylamino-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: DMAP / acetonitrile / 15 h / Ambient temperature

2: 85 percent / NaBH₄ / methanol / 2 h

3: 88 percent / pyridine / 15 h / Ambient temperature

With pyridine; dmap; sodium tetrahydroborate; In methanol; acetonitrile;
DOI:10.1039/cc9960002765