(4aS,4'S,6S,7aS)-6-methoxymethoxy-2-(2-nitrophenylsulfonyl)-1,2,4a,5,6,7a-hexahydrospiro(cyclopenta[c]pyridine-7,4'-oxazolidin)-2'-one

Base Information

Chemical Name:(4aS,4'S,6S,7aS)-6-methoxymethoxy-2-(2-nitrophenylsulfonyl)-1,2,4a,5,6,7a-hexahydrospiro(cyclopenta[c]pyridine-7,4'-oxazolidin)-2'-one
CAS No.:1574543-58-0
Molecular Formula:C₁₈H₂₁N₃O₈S
Molecular Weight:439.446
Hs Code.:

Synonyms:(4aS,4'S,6S,7aS)-6-methoxymethoxy-2-(2-nitrophenylsulfonyl)-1,2,4a,5,6,7a-hexahydrospiro(cyclopenta[c]pyridine-7,4'-oxazolidin)-2'-one

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Chemical Property of (4aS,4'S,6S,7aS)-6-methoxymethoxy-2-(2-nitrophenylsulfonyl)-1,2,4a,5,6,7a-hexahydrospiro(cyclopenta[c]pyridine-7,4'-oxazolidin)-2'-one

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Technology Process of (4aS,4'S,6S,7aS)-6-methoxymethoxy-2-(2-nitrophenylsulfonyl)-1,2,4a,5,6,7a-hexahydrospiro(cyclopenta[c]pyridine-7,4'-oxazolidin)-2'-one

There total 15 articles about (4aS,4'S,6S,7aS)-6-methoxymethoxy-2-(2-nitrophenylsulfonyl)-1,2,4a,5,6,7a-hexahydrospiro(cyclopenta[c]pyridine-7,4'-oxazolidin)-2'-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:

: 1574543-57-9
C₁₈H₂₂N₂O₉S

: 1574543-58-0
(4aS,4'S,6S,7aS)-6-methoxymethoxy-2-(2-nitrophenylsulfonyl)-1,2,4a,5,6,7a-hexahydrospiro(cyclopenta[c]pyridine-7,4'-oxazolidin)-2'-one

Guidance literature:: With diphenyl phosphoryl azide; triethylamine; In tetrahydrofuran; toluene; at 60 ℃; for 12h; Inert atmosphere;
DOI:10.1021/ol5002973

Reference yield:

: 1574543-69-3
C₃₁H₄₀O₅Si

: 1574543-58-0
(4aS,4'S,6S,7aS)-6-methoxymethoxy-2-(2-nitrophenylsulfonyl)-1,2,4a,5,6,7a-hexahydrospiro(cyclopenta[c]pyridine-7,4'-oxazolidin)-2'-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; pyrrolidine / acetonitrile / 3 h / 50 °C

2.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 0.25 h / -30 - 20 °C / Inert atmosphere

2.2: 0.17 h / -20 - 10 °C

3.1: ozone / dichloromethane; methanol / 0.08 h / -78 °C

3.2: 4 h / -78 - 20 °C / Inert atmosphere

4.1: CSA / methanol / 24 h / 20 °C / Inert atmosphere

5.1: sodium cyanoborohydride / tetrahydrofuran; formic acid / 4 h / 0 - 20 °C / Inert atmosphere

6.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.08 h / -78 °C / Inert atmosphere

6.2: 2 h / -78 - 0 °C / Inert atmosphere

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 - 60 °C / Inert atmosphere

7.2: 0.5 h / 60 °C / Inert atmosphere

8.1: silica gel / tetrahydrofuran; benzene / 8 h / 60 °C / Inert atmosphere

9.1: triethylamine; diphenyl phosphoryl azide / tetrahydrofuran; toluene / 12 h / 60 °C / Inert atmosphere

With pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; diphenyl phosphoryl azide; tetrabutyl ammonium fluoride; silica gel; sodium cyanoborohydride; ozone; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; formic acid; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
DOI:10.1021/ol5002973

Reference yield:

: 1574543-68-2
C₁₃H₁₆O₄

: 1574543-58-0
(4aS,4'S,6S,7aS)-6-methoxymethoxy-2-(2-nitrophenylsulfonyl)-1,2,4a,5,6,7a-hexahydrospiro(cyclopenta[c]pyridine-7,4'-oxazolidin)-2'-one

Guidance literature:: Multi-step reaction with 11 steps

1.1: sodium tris(acetoxy)borohydride / acetonitrile; acetic acid / 1 h / 0 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

2.2: 12 h / 0 - 20 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; pyrrolidine / acetonitrile / 3 h / 50 °C

4.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 0.25 h / -30 - 20 °C / Inert atmosphere

4.2: 0.17 h / -20 - 10 °C

5.1: ozone / dichloromethane; methanol / 0.08 h / -78 °C

5.2: 4 h / -78 - 20 °C / Inert atmosphere

6.1: CSA / methanol / 24 h / 20 °C / Inert atmosphere

7.1: sodium cyanoborohydride / tetrahydrofuran; formic acid / 4 h / 0 - 20 °C / Inert atmosphere

8.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.08 h / -78 °C / Inert atmosphere

8.2: 2 h / -78 - 0 °C / Inert atmosphere

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 - 60 °C / Inert atmosphere

9.2: 0.5 h / 60 °C / Inert atmosphere

10.1: silica gel / tetrahydrofuran; benzene / 8 h / 60 °C / Inert atmosphere

11.1: triethylamine; diphenyl phosphoryl azide / tetrahydrofuran; toluene / 12 h / 60 °C / Inert atmosphere

With pyrrolidine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; diphenyl phosphoryl azide; tetrabutyl ammonium fluoride; silica gel; sodium tris(acetoxy)borohydride; sodium cyanoborohydride; ozone; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; formic acid; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
DOI:10.1021/ol5002973