(1S,11S,12S,13S,5R,9R,10R)-1,9-dimethoxy-5-[(4-methoxyphenyl)methoxy]-7,10,12-trimethyl-4,15-dioxa-13-(1,1,2,2-tetramethyl-1-silaproxy)bicyclo[9.3.1]pentadec-7-en-3-one

Base Information

Chemical Name:(1S,11S,12S,13S,5R,9R,10R)-1,9-dimethoxy-5-[(4-methoxyphenyl)methoxy]-7,10,12-trimethyl-4,15-dioxa-13-(1,1,2,2-tetramethyl-1-silaproxy)bicyclo[9.3.1]pentadec-7-en-3-one
CAS No.:439143-60-9
Molecular Formula:C₃₃H₅₄O₈Si
Molecular Weight:606.872
Hs Code.:

(1S,11S,12S,13S,5R,9R,10R)-1,9-dimethoxy-5-[(4-methoxyphenyl)methoxy]-7,10,12-trimethyl-4,15-dioxa-13-(1,1,2,2-tetramethyl-1-silaproxy)bicyclo[9.3.1]pentadec-7-en-3-one

Synonyms:(1S,11S,12S,13S,5R,9R,10R)-1,9-dimethoxy-5-[(4-methoxyphenyl)methoxy]-7,10,12-trimethyl-4,15-dioxa-13-(1,1,2,2-tetramethyl-1-silaproxy)bicyclo[9.3.1]pentadec-7-en-3-one

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Chemical Property of (1S,11S,12S,13S,5R,9R,10R)-1,9-dimethoxy-5-[(4-methoxyphenyl)methoxy]-7,10,12-trimethyl-4,15-dioxa-13-(1,1,2,2-tetramethyl-1-silaproxy)bicyclo[9.3.1]pentadec-7-en-3-one

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Technology Process of (1S,11S,12S,13S,5R,9R,10R)-1,9-dimethoxy-5-[(4-methoxyphenyl)methoxy]-7,10,12-trimethyl-4,15-dioxa-13-(1,1,2,2-tetramethyl-1-silaproxy)bicyclo[9.3.1]pentadec-7-en-3-one

There total 15 articles about (1S,11S,12S,13S,5R,9R,10R)-1,9-dimethoxy-5-[(4-methoxyphenyl)methoxy]-7,10,12-trimethyl-4,15-dioxa-13-(1,1,2,2-tetramethyl-1-silaproxy)bicyclo[9.3.1]pentadec-7-en-3-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: 67.0%

: 439143-47-2
2-(6-{(3E)(6S,1R,2R)-2-methoxy-7-[(4-methoxypheny)methoxy]-1,4-dimethyl-6-(methylsulfonyloxy)hep-3-enyl}(2S,4S,5S,6S)-2-methoxy-5-methyl-4-(1,1,2,2-tetramethyl-1-silapropoxy)perhydro-2H-pyran-2-yl)acetic acid

: 439143-60-9
(1S,11S,12S,13S,5R,9R,10R)-1,9-dimethoxy-5-[(4-methoxyphenyl)methoxy]-7,10,12-trimethyl-4,15-dioxa-13-(1,1,2,2-tetramethyl-1-silaproxy)bicyclo[9.3.1]pentadec-7-en-3-one

Guidance literature:: With 18-crown-6 ether; caesium carbonate; In toluene; at 110 ℃; for 5h;
DOI:10.1016/j.tet.2008.02.001

Reference yield:

: 101712-01-0
(S)-1-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-methylpentane-1,3-dione

: 439143-60-9
(1S,11S,12S,13S,5R,9R,10R)-1,9-dimethoxy-5-[(4-methoxyphenyl)methoxy]-7,10,12-trimethyl-4,15-dioxa-13-(1,1,2,2-tetramethyl-1-silaproxy)bicyclo[9.3.1]pentadec-7-en-3-one

Guidance literature:: Multi-step reaction with 14 steps

1.1: Cy₂BCl; Et₃NMe₂ / diethyl ether / 0 °C

1.2: diethyl ether / -78 - -20 °C

2.1: Me₄NBH(OAc)3; AcOH / acetonitrile / 0 °C

3.1: HN(CH₂CH₂OH)2 / ethyl acetate / 20 °C

4.1: AlMe₃ / CH₂Cl₂ / 0 - 20 °C

5.1: PPTS / acetone / 20 °C

6.1: LiAlH₄ / diethyl ether / 20 °C

7.1: BF₃*OEt₂ / toluene / -90 °C

8.1: 2,6-lutidine / CH₂Cl₂ / -78 °C

9.1: PPTS / 20 °C

10.1: 2,6-di-tert-butylpyridine / CH₂Cl₂ / 20 °C

11.1: TBAF / tetrahydrofuran / 20 °C

12.1: Et₃N; DMAP / CH₂Cl₂ / 0 °C

13.1: LiOH; H₂O / methanol; tetrahydrofuran / 20 °C

14.1: 1.5 mM Cs₂CO₃; 18-crown-6 / toluene / 110 °C

With 2,6-dimethylpyridine; dmap; lithium hydroxide; lithium aluminium tetrahydride; 2,6-di-tert-butyl-pyridine; 18-crown-6 ether; boron trifluoride diethyl etherate; dicyclohexylboron chloride; tetrabutyl ammonium fluoride; water; trimethylaluminum; pyridinium p-toluenesulfonate; caesium carbonate; acetic acid; triethylamine; 2,2'-iminobis[ethanol]; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; acetone; toluene; acetonitrile;
DOI:10.1021/ja026235n

Reference yield:

: 439143-54-1
(2E)(5S)-6-[(4-methoxyphenyl)methoxy]-3-methyl-5-(tert-butyldimethylsilyloxy)hex-2-enal

: 439143-60-9
(1S,11S,12S,13S,5R,9R,10R)-1,9-dimethoxy-5-[(4-methoxyphenyl)methoxy]-7,10,12-trimethyl-4,15-dioxa-13-(1,1,2,2-tetramethyl-1-silaproxy)bicyclo[9.3.1]pentadec-7-en-3-one

Guidance literature:: Multi-step reaction with 14 steps

1.1: Cy₂BCl; Et₃NMe₂ / diethyl ether / 0 °C

1.2: diethyl ether / -78 - -20 °C

2.1: Me₄NBH(OAc)3; AcOH / acetonitrile / 0 °C

3.1: HN(CH₂CH₂OH)2 / ethyl acetate / 20 °C

4.1: AlMe₃ / CH₂Cl₂ / 0 - 20 °C

5.1: PPTS / acetone / 20 °C

6.1: LiAlH₄ / diethyl ether / 20 °C

7.1: BF₃*OEt₂ / toluene / -90 °C

8.1: 2,6-lutidine / CH₂Cl₂ / -78 °C

9.1: PPTS / 20 °C

10.1: 2,6-di-tert-butylpyridine / CH₂Cl₂ / 20 °C

11.1: TBAF / tetrahydrofuran / 20 °C

12.1: Et₃N; DMAP / CH₂Cl₂ / 0 °C

13.1: LiOH; H₂O / methanol; tetrahydrofuran / 20 °C

14.1: 1.5 mM Cs₂CO₃; 18-crown-6 / toluene / 110 °C

With 2,6-dimethylpyridine; dmap; lithium hydroxide; lithium aluminium tetrahydride; 2,6-di-tert-butyl-pyridine; 18-crown-6 ether; boron trifluoride diethyl etherate; dicyclohexylboron chloride; tetrabutyl ammonium fluoride; water; trimethylaluminum; pyridinium p-toluenesulfonate; caesium carbonate; acetic acid; triethylamine; 2,2'-iminobis[ethanol]; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; acetone; toluene; acetonitrile;
DOI:10.1021/ja026235n