(1aS,3R,3aS,7aR,7bR)-3-Methoxymethoxy-6-(4-methoxy-phenyl)-7a-[(Z)-(S)-1-(2-trimethylsilanyl-ethanesulfonyl)-1,2,5,6,7,8-hexahydro-azocin-2-ylmethyl]-octahydro-1-oxa-6-aza-cyclopropa[a]naphthalen-7-one

Base Information

Chemical Name:(1aS,3R,3aS,7aR,7bR)-3-Methoxymethoxy-6-(4-methoxy-phenyl)-7a-[(Z)-(S)-1-(2-trimethylsilanyl-ethanesulfonyl)-1,2,5,6,7,8-hexahydro-azocin-2-ylmethyl]-octahydro-1-oxa-6-aza-cyclopropa[a]naphthalen-7-one
CAS No.:145387-89-9
Molecular Formula:C₃₁H₄₈N₂O₇SSi
Molecular Weight:620.883
Hs Code.:

(1aS,3R,3aS,7aR,7bR)-3-Methoxymethoxy-6-(4-methoxy-phenyl)-7a-[(Z)-(S)-1-(2-trimethylsilanyl-ethanesulfonyl)-1,2,5,6,7,8-hexahydro-azocin-2-ylmethyl]-octahydro-1-oxa-6-aza-cyclopropa[a]naphthalen-7-one

Synonyms:(1aS,3R,3aS,7aR,7bR)-3-Methoxymethoxy-6-(4-methoxy-phenyl)-7a-[(Z)-(S)-1-(2-trimethylsilanyl-ethanesulfonyl)-1,2,5,6,7,8-hexahydro-azocin-2-ylmethyl]-octahydro-1-oxa-6-aza-cyclopropa[a]naphthalen-7-one

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Chemical Property of (1aS,3R,3aS,7aR,7bR)-3-Methoxymethoxy-6-(4-methoxy-phenyl)-7a-[(Z)-(S)-1-(2-trimethylsilanyl-ethanesulfonyl)-1,2,5,6,7,8-hexahydro-azocin-2-ylmethyl]-octahydro-1-oxa-6-aza-cyclopropa[a]naphthalen-7-one

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Technology Process of (1aS,3R,3aS,7aR,7bR)-3-Methoxymethoxy-6-(4-methoxy-phenyl)-7a-[(Z)-(S)-1-(2-trimethylsilanyl-ethanesulfonyl)-1,2,5,6,7,8-hexahydro-azocin-2-ylmethyl]-octahydro-1-oxa-6-aza-cyclopropa[a]naphthalen-7-one

There total 16 articles about (1aS,3R,3aS,7aR,7bR)-3-Methoxymethoxy-6-(4-methoxy-phenyl)-7a-[(Z)-(S)-1-(2-trimethylsilanyl-ethanesulfonyl)-1,2,5,6,7,8-hexahydro-azocin-2-ylmethyl]-octahydro-1-oxa-6-aza-cyclopropa[a]naphthalen-7-one 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: 86.0%

: 107-30-2
chloromethyl methyl ether

: 145387-88-8
(1aS,3R,3aS,7aR,7bR)-3-Hydroxy-6-(4-methoxy-phenyl)-7a-[(Z)-(S)-1-(2-trimethylsilanyl-ethanesulfonyl)-1,2,5,6,7,8-hexahydro-azocin-2-ylmethyl]-octahydro-1-oxa-6-aza-cyclopropa[a]naphthalen-7-one

: 145387-89-9
(1aS,3R,3aS,7aR,7bR)-3-Methoxymethoxy-6-(4-methoxy-phenyl)-7a-[(Z)-(S)-1-(2-trimethylsilanyl-ethanesulfonyl)-1,2,5,6,7,8-hexahydro-azocin-2-ylmethyl]-octahydro-1-oxa-6-aza-cyclopropa[a]naphthalen-7-one

Guidance literature:: With N-ethyl-N,N-diisopropylamine;
DOI:10.1016/S0040-4039(00)60944-9

Reference yield:

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

: 145387-89-9
(1aS,3R,3aS,7aR,7bR)-3-Methoxymethoxy-6-(4-methoxy-phenyl)-7a-[(Z)-(S)-1-(2-trimethylsilanyl-ethanesulfonyl)-1,2,5,6,7,8-hexahydro-azocin-2-ylmethyl]-octahydro-1-oxa-6-aza-cyclopropa[a]naphthalen-7-one

Guidance literature:: Multi-step reaction with 16 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

14: LiOH

15: VO(acac)2, t-BuOOH / Heating

16: 86 percent / Hunig's base

With pyrrolidine; pyridine; tert.-butylhydroperoxide; dmap; lithium hydroxide; chloro-trimethyl-silane; bis(acetylacetonate)oxovanadium; 18-crown-6 ether; 2,2'-azobis(isobutyronitrile); diphenyl phosphoryl azide; water; hydrogen; iodine; boron tribromide; tetra-(n-butyl)ammonium iodide; potassium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; 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

: 145387-89-9
(1aS,3R,3aS,7aR,7bR)-3-Methoxymethoxy-6-(4-methoxy-phenyl)-7a-[(Z)-(S)-1-(2-trimethylsilanyl-ethanesulfonyl)-1,2,5,6,7,8-hexahydro-azocin-2-ylmethyl]-octahydro-1-oxa-6-aza-cyclopropa[a]naphthalen-7-one

Guidance literature:: Multi-step reaction with 15 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

13: LiOH

14: VO(acac)2, t-BuOOH / Heating

15: 86 percent / Hunig's base

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