(4aS,11aR,12aS,13S)-13-(dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-11a,12,12a,13-tetrahydro-5-hydroxy-10-methoxy-3,7-bis(phenylmethoxy)-isoxazolo[5',4':6,7]naphth[2,3-g]-isoquinoline-4,6(4aH,11H)-dione

Base Information

Chemical Name:(4aS,11aR,12aS,13S)-13-(dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-11a,12,12a,13-tetrahydro-5-hydroxy-10-methoxy-3,7-bis(phenylmethoxy)-isoxazolo[5',4':6,7]naphth[2,3-g]-isoquinoline-4,6(4aH,11H)-dione
CAS No.:1254367-53-7
Molecular Formula:C₄₁H₄₇N₃O₈Si
Molecular Weight:737.925
Hs Code.:

(4aS,11aR,12aS,13S)-13-(dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-11a,12,12a,13-tetrahydro-5-hydroxy-10-methoxy-3,7-bis(phenylmethoxy)-isoxazolo[5',4':6,7]naphth[2,3-g]-isoquinoline-4,6(4aH,11H)-dione

Synonyms:(4aS,11aR,12aS,13S)-13-(dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-11a,12,12a,13-tetrahydro-5-hydroxy-10-methoxy-3,7-bis(phenylmethoxy)-isoxazolo[5',4':6,7]naphth[2,3-g]-isoquinoline-4,6(4aH,11H)-dione

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Chemical Property of (4aS,11aR,12aS,13S)-13-(dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-11a,12,12a,13-tetrahydro-5-hydroxy-10-methoxy-3,7-bis(phenylmethoxy)-isoxazolo[5',4':6,7]naphth[2,3-g]-isoquinoline-4,6(4aH,11H)-dione

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Technology Process of (4aS,11aR,12aS,13S)-13-(dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-11a,12,12a,13-tetrahydro-5-hydroxy-10-methoxy-3,7-bis(phenylmethoxy)-isoxazolo[5',4':6,7]naphth[2,3-g]-isoquinoline-4,6(4aH,11H)-dione

There total 10 articles about (4aS,11aR,12aS,13S)-13-(dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-11a,12,12a,13-tetrahydro-5-hydroxy-10-methoxy-3,7-bis(phenylmethoxy)-isoxazolo[5',4':6,7]naphth[2,3-g]-isoquinoline-4,6(4aH,11H)-dione 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: 27.0%

: 852821-06-8
(4aS,8aS,9S)-3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione

: 1254367-50-4
phenyl 5-(benzyloxy)-2-methoxy-3-methylisonicotinate

: 1254367-53-7
(4aS,11aR,12aS,13S)-13-(dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-11a,12,12a,13-tetrahydro-5-hydroxy-10-methoxy-3,7-bis(phenylmethoxy)-isoxazolo[5',4':6,7]naphth[2,3-g]-isoquinoline-4,6(4aH,11H)-dione

Guidance literature:: phenyl 5-(benzyloxy)-2-methoxy-3-methylisonicotinate; With N,N,N,N,-tetramethylethylenediamine; lithium diisopropyl amide; In tetrahydrofuran; hexanes; at -78 ℃; for 0.166667h;

(4aS,8aS,9S)-3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione; In tetrahydrofuran; hexanes; at -78 - 0 ℃;

Reference yield:

: 1254367-45-7
C₁₅H₁₅NO₄

: 1254367-53-7
(4aS,11aR,12aS,13S)-13-(dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-11a,12,12a,13-tetrahydro-5-hydroxy-10-methoxy-3,7-bis(phenylmethoxy)-isoxazolo[5',4':6,7]naphth[2,3-g]-isoquinoline-4,6(4aH,11H)-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxalyl dichloride / dichloromethane / 1 h

2.1: dmap; triethylamine / dichloromethane / 1 h

3.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine; diisopropylamine / tetrahydrofuran; hexane / 0.08 h / -78 °C

3.2: -78 - -20 °C

With dmap; n-butyllithium; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; triethylamine; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jm1015389

Reference yield:

: C₁₅H₁₄ClNO₃

: 1254367-53-7
(4aS,11aR,12aS,13S)-13-(dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-11a,12,12a,13-tetrahydro-5-hydroxy-10-methoxy-3,7-bis(phenylmethoxy)-isoxazolo[5',4':6,7]naphth[2,3-g]-isoquinoline-4,6(4aH,11H)-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: dmap; triethylamine / dichloromethane / 1 h

2.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine; diisopropylamine / tetrahydrofuran; hexane / 0.08 h / -78 °C

2.2: -78 - -20 °C

With dmap; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; triethylamine; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jm1015389