(1S,2R,5R,8R,8aR)-5-[2'-oxo-2'-(4-methylphenyl)ethyl]-1,2,8-trihydroxy-indolizidine

Base Information

Chemical Name:(1S,2R,5R,8R,8aR)-5-[2'-oxo-2'-(4-methylphenyl)ethyl]-1,2,8-trihydroxy-indolizidine
CAS No.:675624-06-3
Molecular Formula:C₁₇H₂₃NO₄
Molecular Weight:305.374
Hs Code.:

Synonyms:(1S,2R,5R,8R,8aR)-5-[2'-oxo-2'-(4-methylphenyl)ethyl]-1,2,8-trihydroxy-indolizidine

Suppliers and Price of (1S,2R,5R,8R,8aR)-5-[2'-oxo-2'-(4-methylphenyl)ethyl]-1,2,8-trihydroxy-indolizidine

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

Total 0 raw suppliers

Chemical Property of (1S,2R,5R,8R,8aR)-5-[2'-oxo-2'-(4-methylphenyl)ethyl]-1,2,8-trihydroxy-indolizidine

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S,2R,5R,8R,8aR)-5-[2'-oxo-2'-(4-methylphenyl)ethyl]-1,2,8-trihydroxy-indolizidine

There total 5 articles about (1S,2R,5R,8R,8aR)-5-[2'-oxo-2'-(4-methylphenyl)ethyl]-1,2,8-trihydroxy-indolizidine 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: 49.0%

: 122-00-9
para-methylacetophenone

: (3R,4S,5R)-3,4-(isopropylidenedioxy)-5-[(5'R)-2'-methoxytetrahydrofuran-5'-yl]pyrrolidine

: 675624-06-3
(1S,2R,5R,8R,8aR)-5-[2'-oxo-2'-(4-methylphenyl)ethyl]-1,2,8-trihydroxy-indolizidine

: (1S,2R,5S,8R,8aR)-5-[(1'S,2'R,8'R,8'aR)-1',2',8'-trihydroxy-1',2',3',7',8',8a'-hexahydro-6'-indolizinyl]-1,2,8-trihydroxy-indolizidine

Guidance literature:: With hydrogenchloride; In ethanol; at 70 ℃; for 2h;
DOI:10.1021/ol049947m

Reference yield: 44.0%

: C₁₂H₂₁NO₄

: 122-00-9
para-methylacetophenone

: 675624-06-3
(1S,2R,5R,8R,8aR)-5-[2'-oxo-2'-(4-methylphenyl)ethyl]-1,2,8-trihydroxy-indolizidine

Guidance literature:: With hydrogenchloride; In ethanol; water; acetonitrile; at 70 ℃; for 3h; Inert atmosphere;
DOI:10.1002/cbic.200900750

Reference yield:

: 182355-67-5
(5R)-5-[(1'S,2'R,3'R)-4'-azido-2',3'(isopropylidenedioxy)-1'-(methanesulfonyloxy)butyl]tetrahydrofuran-2-one

: 675624-06-3
(1S,2R,5R,8R,8aR)-5-[2'-oxo-2'-(4-methylphenyl)ethyl]-1,2,8-trihydroxy-indolizidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / diisobutylaluminum hydride / CH₂Cl₂ / 3 h / -78 °C

2.1: 100 percent / aq. HCl / 20 °C

3.1: H₂ / Pd(OH)2/C / methanol / 3 h

3.2: 84 percent / Et₃N / methanol / 4 h / 60 °C

4.1: 49 percent / HCl / ethanol / 2 h / 70 °C

With hydrogenchloride; hydrogen; diisobutylaluminium hydride; palladium dihydroxide; In methanol; ethanol; dichloromethane; 4.1: Mannich reaction;
DOI:10.1021/ol049947m