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

Base Information

Chemical Name:Acetic acid (4aR,5S,8aR)-8a-[(Z)-(S)-8-hydroxy-2-(2-trimethylsilanyl-ethanesulfonylamino)-oct-3-enyl]-2-(4-methoxy-phenyl)-1-oxo-1,2,3,4,4a,5,6,8a-octahydro-isoquinolin-5-yl ester
CAS No.:145387-84-4
Molecular Formula:C₃₁H₄₈N₂O₇SSi
Molecular Weight:620.883
Hs Code.:

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

There total 11 articles about Acetic acid (4aR,5S,8aR)-8a-[(Z)-(S)-8-hydroxy-2-(2-trimethylsilanyl-ethanesulfonylamino)-oct-3-enyl]-2-(4-methoxy-phenyl)-1-oxo-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:

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

: 145387-84-4
Acetic acid (4aR,5S,8aR)-8a-[(Z)-(S)-8-hydroxy-2-(2-trimethylsilanyl-ethanesulfonylamino)-oct-3-enyl]-2-(4-methoxy-phenyl)-1-oxo-1,2,3,4,4a,5,6,8a-octahydro-isoquinolin-5-yl ester

Guidance literature:: Multi-step reaction with 11 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

With pyrrolidine; pyridine; dmap; chloro-trimethyl-silane; 2,2'-azobis(isobutyronitrile); diphenyl phosphoryl azide; water; hydrogen; iodine; boron tribromide; triethylamine; triphenylphosphine; sodium iodide; diethylazodicarboxylate; barium sulfate; In 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

: 145387-84-4
Acetic acid (4aR,5S,8aR)-8a-[(Z)-(S)-8-hydroxy-2-(2-trimethylsilanyl-ethanesulfonylamino)-oct-3-enyl]-2-(4-methoxy-phenyl)-1-oxo-1,2,3,4,4a,5,6,8a-octahydro-isoquinolin-5-yl ester

Guidance literature:: Multi-step reaction with 10 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

With pyridine; dmap; chloro-trimethyl-silane; 2,2'-azobis(isobutyronitrile); hydrogen; boron tribromide; triphenylphosphine; sodium iodide; diethylazodicarboxylate; barium sulfate; In acetonitrile; benzene;
DOI:10.1016/S0040-4039(00)60944-9

Reference yield:

: (1S,5R,6S)-6-Allyl-5-hydroxy-1-(2-methoxy-ethyl)-cyclohex-2-enecarboxylic acid (4-methoxy-phenyl)-amide

: 145387-84-4
Acetic acid (4aR,5S,8aR)-8a-[(Z)-(S)-8-hydroxy-2-(2-trimethylsilanyl-ethanesulfonylamino)-oct-3-enyl]-2-(4-methoxy-phenyl)-1-oxo-1,2,3,4,4a,5,6,8a-octahydro-isoquinolin-5-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 4-(N,N-dimethylamino)pyridine, pyridine

3: BBr₃

4: Swern oxidation

6: 68 percent / H₂, pyridine / BaSO₄

7: 86 percent / Ph₃P, diethyl azodicarboxylate

8: (CH₃)3SiCl, NaI / acetonitrile

With pyridine; dmap; chloro-trimethyl-silane; hydrogen; boron tribromide; triphenylphosphine; sodium iodide; diethylazodicarboxylate; barium sulfate; In acetonitrile;
DOI:10.1016/S0040-4039(00)60944-9