(1’S,6’S,7’S,8a’R)-6’-ethyl-7’-[2-(p-methoxybenzyloxy)ethyl]-5’-oxo-1-(phenylsulfonyl)spiro[indoline-3,1’-indolizidine]

Base Information

Chemical Name:(1’S,6’S,7’S,8a’R)-6’-ethyl-7’-[2-(p-methoxybenzyloxy)ethyl]-5’-oxo-1-(phenylsulfonyl)spiro[indoline-3,1’-indolizidine]
CAS No.:1423035-88-4
Molecular Formula:C₃₃H₃₈N₂O₅S
Molecular Weight:574.741
Hs Code.:

Synonyms:(1’S,6’S,7’S,8a’R)-6’-ethyl-7’-[2-(p-methoxybenzyloxy)ethyl]-5’-oxo-1-(phenylsulfonyl)spiro[indoline-3,1’-indolizidine]

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1’S,6’S,7’S,8a’R)-6’-ethyl-7’-[2-(p-methoxybenzyloxy)ethyl]-5’-oxo-1-(phenylsulfonyl)spiro[indoline-3,1’-indolizidine]

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Technology Process of (1’S,6’S,7’S,8a’R)-6’-ethyl-7’-[2-(p-methoxybenzyloxy)ethyl]-5’-oxo-1-(phenylsulfonyl)spiro[indoline-3,1’-indolizidine]

There total 10 articles about (1’S,6’S,7’S,8a’R)-6’-ethyl-7’-[2-(p-methoxybenzyloxy)ethyl]-5’-oxo-1-(phenylsulfonyl)spiro[indoline-3,1’-indolizidine] 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: 72.0%

: 1423035-87-3
(1’S,7’S,8a’R)-7’-[2-(p-methoxybenzyloxy)ethyl]-5’-oxo-1-(phenylsulfonyl)spiro[indoline-3,1’-indolizidine]

: 75-03-6
ethyl iodide

: 1423035-88-4
(1’S,6’S,7’S,8a’R)-6’-ethyl-7’-[2-(p-methoxybenzyloxy)ethyl]-5’-oxo-1-(phenylsulfonyl)spiro[indoline-3,1’-indolizidine]

: 1423035-89-5
C₃₃H₃₈N₂O₅S

Guidance literature:: (1’S,7’S,8a’R)-7’-[2-(p-methoxybenzyloxy)ethyl]-5’-oxo-1-(phenylsulfonyl)spiro[indoline-3,1’-indolizidine]; With potassium hexamethylsilazane; In tetrahydrofuran; at 20 ℃; for 2h;

ethyl iodide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 20 ℃; for 16h; stereoselective reaction;
DOI:10.1039/c2cc38540f

Reference yield:

: 1423035-80-6
(3S,7R,8aS)-7-(methoxycarbonylmethyl)-5-oxo-3-[1-(phenylsulfonyl)-3-indolylmethyl]-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

: 1423035-88-4
(1’S,6’S,7’S,8a’R)-6’-ethyl-7’-[2-(p-methoxybenzyloxy)ethyl]-5’-oxo-1-(phenylsulfonyl)spiro[indoline-3,1’-indolizidine]

: 1423035-89-5
C₃₃H₃₈N₂O₅S

Guidance literature:: Multi-step reaction with 8 steps

1.1: triethylsilane; titanium tetrachloride / dichloromethane / Inert atmosphere; Reflux

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 20 h / 20 °C

3.1: sodium dihydrogenphosphate; sodium chlorite / water; acetonitrile; tert-butyl alcohol / 20 °C

4.1: tributylphosphine / dichloromethane / 16 h / Reflux

5.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / benzene / Reflux

6.1: lithium borohydride / diethyl ether / 48 h / Inert atmosphere; Reflux

7.1: sodium hydride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

7.2: 16 h / Reflux; Inert atmosphere

8.1: potassium hexamethylsilazane / tetrahydrofuran / 2 h / 20 °C

8.2: 16 h / 20 °C

With triethylsilane; sodium chlorite; sodium dihydrogenphosphate; lithium borohydride; 2,2'-azobis(isobutyronitrile); tributylphosphine; tri-n-butyl-tin hydride; titanium tetrachloride; potassium hexamethylsilazane; sodium hydride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; diethyl ether; dichloromethane; water; dimethyl sulfoxide; acetonitrile; tert-butyl alcohol; benzene;
DOI:10.1039/c2cc38540f

Reference yield:

: 1423035-81-7
(1’S,3’S,7’R,8a’R)-3’-(hydroxymethyl)-7’-(methoxycarbonylmethyl)-5’-oxo-1-(phenyl-sulfonyl)spiro[indoline-3,1’-indolizidine]

: 1423035-88-4
(1’S,6’S,7’S,8a’R)-6’-ethyl-7’-[2-(p-methoxybenzyloxy)ethyl]-5’-oxo-1-(phenylsulfonyl)spiro[indoline-3,1’-indolizidine]

: 1423035-89-5
C₃₃H₃₈N₂O₅S

Guidance literature:: Multi-step reaction with 7 steps

1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 20 h / 20 °C

2.1: sodium dihydrogenphosphate; sodium chlorite / water; acetonitrile; tert-butyl alcohol / 20 °C

3.1: tributylphosphine / dichloromethane / 16 h / Reflux

4.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / benzene / Reflux

5.1: lithium borohydride / diethyl ether / 48 h / Inert atmosphere; Reflux

6.1: sodium hydride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

6.2: 16 h / Reflux; Inert atmosphere

7.1: potassium hexamethylsilazane / tetrahydrofuran / 2 h / 20 °C

7.2: 16 h / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; lithium borohydride; 2,2'-azobis(isobutyronitrile); tributylphosphine; tri-n-butyl-tin hydride; potassium hexamethylsilazane; sodium hydride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; diethyl ether; dichloromethane; water; dimethyl sulfoxide; acetonitrile; tert-butyl alcohol; benzene;
DOI:10.1039/c2cc38540f