Acetic acid (4aR,5S,8aR)-2-(4-methoxy-phenyl)-1-oxo-8a-[(Z)-(R)-1-(2-trimethylsilanyl-ethanesulfonyl)-1,2,5,6,7,8-hexahydro-azocin-2-ylmethyl]-1,2,3,4,4a,5,6,8a-octahydro-isoquinolin-5-yl ester

Base Information

Chemical Name:Acetic acid (4aR,5S,8aR)-2-(4-methoxy-phenyl)-1-oxo-8a-[(Z)-(R)-1-(2-trimethylsilanyl-ethanesulfonyl)-1,2,5,6,7,8-hexahydro-azocin-2-ylmethyl]-1,2,3,4,4a,5,6,8a-octahydro-isoquinolin-5-yl ester
CAS No.:145387-86-6
Molecular Formula:C₃₁H₄₆N₂O₆SSi
Molecular Weight:602.868
Hs Code.:

Acetic acid (4aR,5S,8aR)-2-(4-methoxy-phenyl)-1-oxo-8a-[(Z)-(R)-1-(2-trimethylsilanyl-ethanesulfonyl)-1,2,5,6,7,8-hexahydro-azocin-2-ylmethyl]-1,2,3,4,4a,5,6,8a-octahydro-isoquinolin-5-yl ester

Synonyms:Acetic acid (4aR,5S,8aR)-2-(4-methoxy-phenyl)-1-oxo-8a-[(Z)-(R)-1-(2-trimethylsilanyl-ethanesulfonyl)-1,2,5,6,7,8-hexahydro-azocin-2-ylmethyl]-1,2,3,4,4a,5,6,8a-octahydro-isoquinolin-5-yl ester

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Chemical Property of Acetic acid (4aR,5S,8aR)-2-(4-methoxy-phenyl)-1-oxo-8a-[(Z)-(R)-1-(2-trimethylsilanyl-ethanesulfonyl)-1,2,5,6,7,8-hexahydro-azocin-2-ylmethyl]-1,2,3,4,4a,5,6,8a-octahydro-isoquinolin-5-yl ester

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Technology Process of Acetic acid (4aR,5S,8aR)-2-(4-methoxy-phenyl)-1-oxo-8a-[(Z)-(R)-1-(2-trimethylsilanyl-ethanesulfonyl)-1,2,5,6,7,8-hexahydro-azocin-2-ylmethyl]-1,2,3,4,4a,5,6,8a-octahydro-isoquinolin-5-yl ester

There total 13 articles about Acetic acid (4aR,5S,8aR)-2-(4-methoxy-phenyl)-1-oxo-8a-[(Z)-(R)-1-(2-trimethylsilanyl-ethanesulfonyl)-1,2,5,6,7,8-hexahydro-azocin-2-ylmethyl]-1,2,3,4,4a,5,6,8a-octahydro-isoquinolin-5-yl ester 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: 91.0%

: 145387-85-5
Acetic acid (4aR,5S,8aR)-2-(4-methoxy-phenyl)-1-oxo-8a-[(Z)-(S)-8-(toluene-4-sulfonyloxy)-2-(2-trimethylsilanyl-ethanesulfonylamino)-oct-3-enyl]-1,2,3,4,4a,5,6,8a-octahydro-isoquinolin-5-yl ester

: 145387-86-6
Acetic acid (4aR,5S,8aR)-2-(4-methoxy-phenyl)-1-oxo-8a-[(Z)-(R)-1-(2-trimethylsilanyl-ethanesulfonyl)-1,2,5,6,7,8-hexahydro-azocin-2-ylmethyl]-1,2,3,4,4a,5,6,8a-octahydro-isoquinolin-5-yl ester

Guidance literature:: With 18-crown-6 ether; tetra-(n-butyl)ammonium iodide; potassium hydride;
DOI:10.1016/S0040-4039(00)60944-9

Reference yield:

: 124981-58-4
1-(2-Methoxy-ethyl)-cyclohexa-2,5-dienecarboxylic acid

: 145387-86-6
Acetic acid (4aR,5S,8aR)-2-(4-methoxy-phenyl)-1-oxo-8a-[(Z)-(R)-1-(2-trimethylsilanyl-ethanesulfonyl)-1,2,5,6,7,8-hexahydro-azocin-2-ylmethyl]-1,2,3,4,4a,5,6,8a-octahydro-isoquinolin-5-yl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 1) (PhO)2P(=O)N₃, Et₃N, pyrrolidine; 2) I₂, H₂O / 2) THF

2: 2,2'-azobisisobutyronitrile / benzene / Ambient temperature

4: 4-(N,N-dimethylamino)pyridine, pyridine

6: BBr₃

7: Swern oxidation

9: 68 percent / H₂, pyridine / BaSO₄

10: 86 percent / Ph₃P, diethyl azodicarboxylate

11: (CH₃)3SiCl, NaI / acetonitrile

12: Et₃N, 4-(N,N-dimethylamino)pyridine / CH₂Cl₂

13: 91 percent / KH, 18-crown-6, tetra-n-butylammonium iodide

With pyrrolidine; pyridine; dmap; chloro-trimethyl-silane; 18-crown-6 ether; 2,2'-azobis(isobutyronitrile); diphenyl phosphoryl azide; water; hydrogen; iodine; boron tribromide; tetra-(n-butyl)ammonium iodide; potassium hydride; triethylamine; triphenylphosphine; sodium iodide; diethylazodicarboxylate; barium sulfate; In dichloromethane; acetonitrile; benzene;
DOI:10.1016/S0040-4039(00)60944-9

Reference yield:

: 145387-74-2
(1R,5R,8R)-8-Iodo-1-(2-methoxy-ethyl)-6-oxa-bicyclo[3.2.1]oct-2-en-7-one

: 145387-86-6
Acetic acid (4aR,5S,8aR)-2-(4-methoxy-phenyl)-1-oxo-8a-[(Z)-(R)-1-(2-trimethylsilanyl-ethanesulfonyl)-1,2,5,6,7,8-hexahydro-azocin-2-ylmethyl]-1,2,3,4,4a,5,6,8a-octahydro-isoquinolin-5-yl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 2,2'-azobisisobutyronitrile / benzene / Ambient temperature

3: 4-(N,N-dimethylamino)pyridine, pyridine

5: BBr₃

6: Swern oxidation

8: 68 percent / H₂, pyridine / BaSO₄

9: 86 percent / Ph₃P, diethyl azodicarboxylate

10: (CH₃)3SiCl, NaI / acetonitrile

11: Et₃N, 4-(N,N-dimethylamino)pyridine / CH₂Cl₂

12: 91 percent / KH, 18-crown-6, tetra-n-butylammonium iodide

With pyridine; dmap; chloro-trimethyl-silane; 18-crown-6 ether; 2,2'-azobis(isobutyronitrile); hydrogen; boron tribromide; tetra-(n-butyl)ammonium iodide; potassium hydride; triethylamine; triphenylphosphine; sodium iodide; diethylazodicarboxylate; barium sulfate; In dichloromethane; acetonitrile; benzene;
DOI:10.1016/S0040-4039(00)60944-9