(1S,2R,8R,8aS)-1,2,8-tris(benzyloxy)-1,2,3,5,8,8a-hexahydroindolizine

Base Information

Chemical Name:(1S,2R,8R,8aS)-1,2,8-tris(benzyloxy)-1,2,3,5,8,8a-hexahydroindolizine
CAS No.:1579996-78-3
Molecular Formula:C₂₉H₃₁NO₃
Molecular Weight:441.57
Hs Code.:

Synonyms:(1S,2R,8R,8aS)-1,2,8-tris(benzyloxy)-1,2,3,5,8,8a-hexahydroindolizine

Suppliers and Price of (1S,2R,8R,8aS)-1,2,8-tris(benzyloxy)-1,2,3,5,8,8a-hexahydroindolizine

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,8R,8aS)-1,2,8-tris(benzyloxy)-1,2,3,5,8,8a-hexahydroindolizine

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S,2R,8R,8aS)-1,2,8-tris(benzyloxy)-1,2,3,5,8,8a-hexahydroindolizine

There total 14 articles about (1S,2R,8R,8aS)-1,2,8-tris(benzyloxy)-1,2,3,5,8,8a-hexahydroindolizine 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: 80.0%

: 1579996-76-1
(2S,3S,4R)-1-allyl-3,4-bis(benzyloxy)-2-((R)-1-(benzyloxy)allyl)-pyrrolidine

: 1579996-78-3
(1S,2R,8R,8aS)-1,2,8-tris(benzyloxy)-1,2,3,5,8,8a-hexahydroindolizine

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; toluene-4-sulfonic acid; In toluene; at 80 ℃; for 8h; Inert atmosphere;
DOI:10.1039/c3ra47555g

Reference yield:

: 1579996-75-0
tert-butyl (2S,3S,4R)-3,4-bis(benzyloxy)-2-((R)-1-hydroxyallyl)-pyrrolidine-1-carboxylate

: 1579996-78-3
(1S,2R,8R,8aS)-1,2,8-tris(benzyloxy)-1,2,3,5,8,8a-hexahydroindolizine

Guidance literature:: Multi-step reaction with 3 steps

1: trifluorormethanesulfonic acid / dichloromethane; cyclohexane / 1 h / 20 °C / Inert atmosphere

2: sodium hydride / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

3: toluene-4-sulfonic acid; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 8 h / 80 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; trifluorormethanesulfonic acid; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; cyclohexane; toluene;
DOI:10.1039/c3ra47555g

Reference yield:

: 1579996-58-9
(2R,3S,4S)-3,4-bis(benzyloxy)-5-oxo-1-(trityloxy)pentan-2-yl formate

: 1579996-78-3
(1S,2R,8R,8aS)-1,2,8-tris(benzyloxy)-1,2,3,5,8,8a-hexahydroindolizine

Guidance literature:: Multi-step reaction with 11 steps

1: sodium tetrahydroborate / methanol / 1.08 h / 0 - 20 °C / Inert atmosphere

2: triethylamine; dmap / dichloromethane / 0 °C / Inert atmosphere

3: neat (no solvent) / 2 h / 70 °C / Inert atmosphere

4: trifluoroacetic acid / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

5: hydrogen; 10 wt% Pd(OH)2 on carbon / methanol / 1 h / 20 °C / 760.05 Torr / Inert atmosphere

6: sodium carbonate / ethyl acetate / 2 h / 20 °C / Inert atmosphere

7: chromium(VI) oxide; acetic anhydride; pyridine / dichloromethane / 1.25 h / 0 - 20 °C / Inert atmosphere

8: potassium tert-butylate / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

9: trifluorormethanesulfonic acid / dichloromethane; cyclohexane / 1 h / 20 °C / Inert atmosphere

10: sodium hydride / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

11: toluene-4-sulfonic acid; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 8 h / 80 °C / Inert atmosphere

With pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; chromium(VI) oxide; dmap; sodium tetrahydroborate; trifluorormethanesulfonic acid; 10 wt% Pd(OH)2 on carbon; potassium tert-butylate; hydrogen; acetic anhydride; sodium hydride; sodium carbonate; toluene-4-sulfonic acid; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; ethyl acetate; toluene;
DOI:10.1039/c3ra47555g