[(3R,7R)-7-hydroxy-8-methyl-8-azabicyclo[3.2.1]oct-3-yl] 3-methylbutan oate

Base Information

Chemical Name:[(3R,7R)-7-hydroxy-8-methyl-8-azabicyclo[3.2.1]oct-3-yl] 3-methylbutan oate
CAS No.:490-96-0
Molecular Formula:C₁₃H₂₃NO₃
Molecular Weight:241.331
Hs Code.:
Mol file:490-96-0.mol

Synonyms:1aH,5aH-Tropane-3a,6b-diol, 3-isovalerate (8CI); Butanoic acid, 3-methyl-,6-hydroxy-8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester, [1S-(3-endo,6-exo)]-;Valeroidine (6CI,7CI)

Suppliers and Price of [(3R,7R)-7-hydroxy-8-methyl-8-azabicyclo[3.2.1]oct-3-yl] 3-methylbutan oate

Supply Marketing:

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

Manufacturers and distributors:

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Total 8 raw suppliers

Chemical Property of [(3R,7R)-7-hydroxy-8-methyl-8-azabicyclo[3.2.1]oct-3-yl] 3-methylbutan oate

Chemical Property:

Vapor Pressure:1.73E-05mmHg at 25°C
Boiling Point:325.8°Cat760mmHg
Flash Point:150.8°C
PSA：49.77000
Density:1.11g/cm³
LogP:1.10960

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Description An alkaloid found in Duboisia myoporoides, the base crystallizes from EtOH in colourless, nacreous plates and has [α]20D - 9.0° (c 5.0, EtOH), or - 4.0° (c 5.0, H2O). It yields a crystalline hydrobromide as colourless needles, m.p. l70-2°C; [α]20D + 5.0° (c 20.0, H20); picrate, m.p. lS2-3°C; methiodide, m.p. 20S.SoC and the acetyl derivative, characterized as the hydrobromide, m.p. 197°C. The isovaleryl ester forms a hydrochloride, m.p. l24-SoC; [α]D + 2.6° (c 3.78, EtOH) and a hydrobromide, m.p. l76-7°C. Treatment of the hydrobromide with thionyl chloride gives norvaleroidine due to demethylation, a colourless syrup which furnishes a crystalline hydrobromide, m.p. 270°C; [α]20D + 1 ° (c 20.0, H20). On hydrolysis with aqueous Ba(OHh, the base gives dihydroxytropane and isovaleric acid while oxidation with KMn04 furnishes norvalieroidine and a base C13H190 4N, m.p. 136°C; [α]20D - 16.6° (c 7.4, EtOH).

Technology Process of [(3R,7R)-7-hydroxy-8-methyl-8-azabicyclo[3.2.1]oct-3-yl] 3-methylbutan oate

There total 19 articles about [(3R,7R)-7-hydroxy-8-methyl-8-azabicyclo[3.2.1]oct-3-yl] 3-methylbutan oate 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: 61.0%

: 1529813-83-9
(1R,3R,5S,6R)-6-(tert-butyldimethylsilyloxy)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-methylbutanoate

: 490-96-0
6β-Hydroxy-3α-isopentanoyloxytropan

Guidance literature:: With toluene-4-sulfonic acid; In acetone; at 50 ℃; for 24h;
DOI:10.1007/s11426-013-4998-2

Reference yield:

: (2R/S,3R)-1-methyl-5-oxo-2-(2-oxopropyl)pyrrolidin-3-yl acetate

: 490-96-0
6β-Hydroxy-3α-isopentanoyloxytropan

Guidance literature:: Multi-step reaction with 8 steps

1.1: acetyl chloride / ethanol / 0 - 20 °C

2.1: 1H-imidazole / tetrahydrofuran / 48 h / 20 °C

3.1: triethylamine / dichloromethane / 0 - 20 °C

4.1: 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride / dichloromethane / 0.67 h / -78 °C

4.2: -78 - 20 °C

5.1: tri-n-butyl-tin hydride / toluene / 5 h / 85 °C

6.1: platinum(IV) oxide; hydrogen / ethanol / 30 h / 20 °C / 38002.6 Torr

7.1: triethylamine / dichloromethane

8.1: toluene-4-sulfonic acid / acetone / 24 h / 50 °C

With 1H-imidazole; platinum(IV) oxide; 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; hydrogen; tri-n-butyl-tin hydride; toluene-4-sulfonic acid; triethylamine; acetyl chloride; In tetrahydrofuran; ethanol; dichloromethane; acetone; toluene;
DOI:10.1007/s11426-013-4998-2

Reference yield:

: 1529813-79-3
(4R,5S)-4-hydroxy-1-methyl-5-(2-oxopropyl)pyrrolidin-2-one

: 490-96-0
6β-Hydroxy-3α-isopentanoyloxytropan

Guidance literature:: Multi-step reaction with 7 steps

1.1: 1H-imidazole / tetrahydrofuran / 48 h / 20 °C

2.1: triethylamine / dichloromethane / 0 - 20 °C

3.1: 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride / dichloromethane / 0.67 h / -78 °C

3.2: -78 - 20 °C

4.1: tri-n-butyl-tin hydride / toluene / 5 h / 85 °C

5.1: platinum(IV) oxide; hydrogen / ethanol / 30 h / 20 °C / 38002.6 Torr

6.1: triethylamine / dichloromethane

7.1: toluene-4-sulfonic acid / acetone / 24 h / 50 °C

With 1H-imidazole; platinum(IV) oxide; 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; hydrogen; tri-n-butyl-tin hydride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; acetone; toluene;
DOI:10.1007/s11426-013-4998-2