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

Base Information

Chemical Name:(1’S,7’S,8a’R)-7’-[2-(p-methoxybenzyloxy)ethyl]-5’-oxo-1-(phenylsulfonyl)spiro[indoline-3,1’-indolizidine]
CAS No.:1423035-87-3
Molecular Formula:C₃₁H₃₄N₂O₅S
Molecular Weight:546.687
Hs Code.:

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

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

There total 10 articles about (1’S,7’S,8a’R)-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: 87.0%

: 1423035-86-2
(1’S,7’S,8a’R)-7’-(2-hydroxyethyl)-5’-oxo-1-(phenylsulfonyl)spiro[indoline-3,1’-indolizidine]

: 824-94-2
p-methoxybenzyl chloride

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

Guidance literature:: (1’S,7’S,8a’R)-7’-(2-hydroxyethyl)-5’-oxo-1-(phenylsulfonyl)spiro[indoline-3,1’-indolizidine]; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

p-methoxybenzyl chloride; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; for 16h; Reflux; Inert atmosphere;
DOI:10.1039/c2cc38540f

Reference yield:

: 430461-02-2
dimethyl 3-(2-oxoethyl)pentan-1,5-dioate

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

Guidance literature:: Multi-step reaction with 9 steps

1.1: toluene / 24 h / Dean-Stark; Reflux

2.1: sodium hydroxide; tetrabutyl-ammonium chloride / water; dichloromethane / 0 - 20 °C

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

4.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 20 h / 20 °C

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

6.1: tributylphosphine / dichloromethane / 16 h / Reflux

7.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / benzene / Reflux

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

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

9.2: 16 h / Reflux; Inert atmosphere

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

Reference yield:

: 947509-90-2
(3S,7R,8aS)-3-(3-indolylmethyl)-7-(methoxycarbonylmethyl)-5-oxo-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

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

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydroxide; tetrabutyl-ammonium chloride / water; dichloromethane / 0 - 20 °C

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

3.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 20 h / 20 °C

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

5.1: tributylphosphine / dichloromethane / 16 h / Reflux

6.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / benzene / Reflux

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

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

8.2: 16 h / Reflux; Inert atmosphere

With triethylsilane; sodium chlorite; sodium dihydrogenphosphate; lithium borohydride; 2,2'-azobis(isobutyronitrile); tributylphosphine; tetrabutyl-ammonium chloride; tri-n-butyl-tin hydride; titanium tetrachloride; sodium hydride; sodium hydroxide; 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