(5S,6R)-7,10-dibenzyloxy-5-hydroxy-8-methoxy-6,9-dimethyl-1-p-toluenesulfonyl-1,2,5,6-tetrahydro-1-benzazocine

Base Information

Chemical Name:(5S*,6R*)-7,10-dibenzyloxy-5-hydroxy-8-methoxy-6,9-dimethyl-1-p-toluenesulfonyl-1,2,5,6-tetrahydro-1-benzazocine
CAS No.:129056-05-9
Molecular Formula:C₃₅H₃₇NO₆S
Molecular Weight:599.748
Hs Code.:

Synonyms:(5S*,6R*)-7,10-dibenzyloxy-5-hydroxy-8-methoxy-6,9-dimethyl-1-p-toluenesulfonyl-1,2,5,6-tetrahydro-1-benzazocine

Suppliers and Price of (5S*,6R*)-7,10-dibenzyloxy-5-hydroxy-8-methoxy-6,9-dimethyl-1-p-toluenesulfonyl-1,2,5,6-tetrahydro-1-benzazocine

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 (5S*,6R*)-7,10-dibenzyloxy-5-hydroxy-8-methoxy-6,9-dimethyl-1-p-toluenesulfonyl-1,2,5,6-tetrahydro-1-benzazocine

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (5S*,6R*)-7,10-dibenzyloxy-5-hydroxy-8-methoxy-6,9-dimethyl-1-p-toluenesulfonyl-1,2,5,6-tetrahydro-1-benzazocine

There total 6 articles about (5S*,6R*)-7,10-dibenzyloxy-5-hydroxy-8-methoxy-6,9-dimethyl-1-p-toluenesulfonyl-1,2,5,6-tetrahydro-1-benzazocine 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: 100.0%

: 129056-04-8
7,10-dibenzyloxy-8-methoxy-6,9-dimethyl-5-oxo-1-p-toluenesulfonyl-1,2,5,6-tetrahydro-1-benzazocine

: 129056-05-9
(5S*,6R*)-7,10-dibenzyloxy-5-hydroxy-8-methoxy-6,9-dimethyl-1-p-toluenesulfonyl-1,2,5,6-tetrahydro-1-benzazocine

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; at -70 ℃; for 0.5h;

Reference yield:

: 116438-11-0
6,9-dimethyl-7,10-dioxo-5,5-(ethylenedioxy)-8-methoxy-1-(p-tolylsulfonyl)-1,2,3,4,5,6,7,10-octahydro-1-benzazocine

: 129056-05-9
(5S*,6R*)-7,10-dibenzyloxy-5-hydroxy-8-methoxy-6,9-dimethyl-1-p-toluenesulfonyl-1,2,5,6-tetrahydro-1-benzazocine

Guidance literature:: Multi-step reaction with 5 steps

1: Na₂S₂O₄, n-Bu₄NHSO₄ / CH₂Cl₂ / 0.5 h / Ambient temperature

2: K₂CO₃, 18-crown-6 / tetrahydrofuran / 19 h / Heating

3: 96 percent / 37percent aq. HCl / tetrahydrofuran / 4.5 h / Ambient temperature

4: 1.) PhSeCl, 10percent aq. HCl, 2.) NaIO₄ / 1.) EtOAc, RT, 21 h, 2.) THF, RT, 22 h

5: 100 percent / DIBAL / tetrahydrofuran / 0.5 h / -70 °C

With hydrogenchloride; sodium periodate; sodium dithionite; Phenylselenyl chloride; 18-crown-6 ether; tetra(n-butyl)ammonium hydrogensulfate; diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; dichloromethane;

Reference yield:

: 100-39-0
benzyl bromide

: 129056-05-9
(5S*,6R*)-7,10-dibenzyloxy-5-hydroxy-8-methoxy-6,9-dimethyl-1-p-toluenesulfonyl-1,2,5,6-tetrahydro-1-benzazocine

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Na₂S₂O₄, 2.) K₂CO₃ / 1.) Buⁿ4NHSO₄, 2.) 18-crown-6 / 1.) H₂O, CH₂Cl₂, room temperature, 2.) THF, reflux, 19 h

2: conc. HCl / tetrahydrofuran / 4.5 h / 0 °C

3: 1.) PhSeCl, 10percent HCl, 2.) NaIO₄ / 1.) AcOEt, RT, 18 h, 2.) H₂O, THF, 16 h

4: di-isobutylaluminium hydride (DIBAL) / tetrahydrofuran / 0.5 h / -70 °C

With hydrogenchloride; sodium periodate; sodium dithionite; Phenylselenyl chloride; diisobutylaluminum hydride; potassium carbonate; 18-crown-6 ether; tetra(n-butyl)ammonium hydrogensulfate; In tetrahydrofuran;
DOI:10.1039/c39900000468