(3aR,8S,9R,9aR,9bS)-8-(2-Benzyloxy-ethyl)-2,2-dimethyl-octahydro-[1,3]dioxolo[4,5-a]indolizin-9-ol

Base Information

Chemical Name:(3aR,8S,9R,9aR,9bS)-8-(2-Benzyloxy-ethyl)-2,2-dimethyl-octahydro-[1,3]dioxolo[4,5-a]indolizin-9-ol
CAS No.:205866-24-6
Molecular Formula:C₂₀H₂₉NO₄
Molecular Weight:347.455
Hs Code.:

Synonyms:(3aR,8S,9R,9aR,9bS)-8-(2-Benzyloxy-ethyl)-2,2-dimethyl-octahydro-[1,3]dioxolo[4,5-a]indolizin-9-ol

Suppliers and Price of (3aR,8S,9R,9aR,9bS)-8-(2-Benzyloxy-ethyl)-2,2-dimethyl-octahydro-[1,3]dioxolo[4,5-a]indolizin-9-ol

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 (3aR,8S,9R,9aR,9bS)-8-(2-Benzyloxy-ethyl)-2,2-dimethyl-octahydro-[1,3]dioxolo[4,5-a]indolizin-9-ol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3aR,8S,9R,9aR,9bS)-8-(2-Benzyloxy-ethyl)-2,2-dimethyl-octahydro-[1,3]dioxolo[4,5-a]indolizin-9-ol

There total 10 articles about (3aR,8S,9R,9aR,9bS)-8-(2-Benzyloxy-ethyl)-2,2-dimethyl-octahydro-[1,3]dioxolo[4,5-a]indolizin-9-ol 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: 76.0%

: 205866-23-5
(3aR,8R,9R,9aR,9bS)-8-(2-Benzyloxy-ethyl)-9-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-a]indolizin-6-one

: 205866-24-6
(3aR,8S,9R,9aR,9bS)-8-(2-Benzyloxy-ethyl)-2,2-dimethyl-octahydro-[1,3]dioxolo[4,5-a]indolizin-9-ol

Guidance literature:: With dimethylsulfide borane complex;
DOI:10.1016/S0040-4039(01)01778-6

Reference yield:

: 25581-41-3
D-erythronolactone acetonide

: 205866-24-6
(3aR,8S,9R,9aR,9bS)-8-(2-Benzyloxy-ethyl)-2,2-dimethyl-octahydro-[1,3]dioxolo[4,5-a]indolizin-9-ol

Guidance literature:: Multi-step reaction with 10 steps

1.1: DIBAL-H

2.1: Red-Al

3.1: imidazole

4.1: EtCO₂H / toluene / Heating

5.1: n-Bu₄NF / tetrahydrofuran

6.1: 87 percent / HN₃; PPh₃; EtO₂CN=NCO₂Et / benzene

7.1: 84 percent / m-CPBA / CH₂Cl₂

8.1: H₂ / Pd(OH)2/C / methanol; ethyl acetate

8.2: 68 percent / NaOMe / methanol / Heating

9.1: 76 percent / BH₃*SMe₂

With 1H-imidazole; tris-(2-chloro-ethyl)-amine; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; propionic acid; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; diethylazodicarboxylate; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; toluene; benzene; 5.1: Claisen rearrangement;
DOI:10.1016/S0040-4039(01)01778-6

Reference yield:

: 51607-16-0
2,3-O-isopropylidene-D-erythrose

: 205866-24-6
(3aR,8S,9R,9aR,9bS)-8-(2-Benzyloxy-ethyl)-2,2-dimethyl-octahydro-[1,3]dioxolo[4,5-a]indolizin-9-ol

Guidance literature:: Multi-step reaction with 9 steps

1.1: Red-Al

2.1: imidazole

3.1: EtCO₂H / toluene / Heating

4.1: n-Bu₄NF / tetrahydrofuran

5.1: 87 percent / HN₃; PPh₃; EtO₂CN=NCO₂Et / benzene

6.1: 84 percent / m-CPBA / CH₂Cl₂

7.1: H₂ / Pd(OH)2/C / methanol; ethyl acetate

7.2: 68 percent / NaOMe / methanol / Heating

8.1: 76 percent / BH₃*SMe₂

With 1H-imidazole; tris-(2-chloro-ethyl)-amine; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; hydrogen; propionic acid; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; diethylazodicarboxylate; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; toluene; benzene; 4.1: Claisen rearrangement;
DOI:10.1016/S0040-4039(01)01778-6