methyl 2-(6-{(3E)(6S,1R,2R)-6-hydroxy-2-methoxy-7-[(4-methoxyphenyl) methoxy]-1,4-dimethylhept-3-enyl}(2S,4S,5S,6S)-2-methoxy-5-methyl-4-(1,1,2,2-tetramethyl-1-silapropoxy)perhydro-2H-pyran-2-yl)acetate

Base Information

Chemical Name:methyl 2-(6-{(3E)(6S,1R,2R)-6-hydroxy-2-methoxy-7-[(4-methoxyphenyl) methoxy]-1,4-dimethylhept-3-enyl}(2S,4S,5S,6S)-2-methoxy-5-methyl-4-(1,1,2,2-tetramethyl-1-silapropoxy)perhydro-2H-pyran-2-yl)acetate
CAS No.:439143-59-6
Molecular Formula:C₃₄H₅₈O₉Si
Molecular Weight:638.915
Hs Code.:

methyl 2-(6-{(3E)(6S,1R,2R)-6-hydroxy-2-methoxy-7-[(4-methoxyphenyl) methoxy]-1,4-dimethylhept-3-enyl}(2S,4S,5S,6S)-2-methoxy-5-methyl-4-(1,1,2,2-tetramethyl-1-silapropoxy)perhydro-2H-pyran-2-yl)acetate

Synonyms:methyl 2-(6-{(3E)(6S,1R,2R)-6-hydroxy-2-methoxy-7-[(4-methoxyphenyl) methoxy]-1,4-dimethylhept-3-enyl}(2S,4S,5S,6S)-2-methoxy-5-methyl-4-(1,1,2,2-tetramethyl-1-silapropoxy)perhydro-2H-pyran-2-yl)acetate

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Chemical Property of methyl 2-(6-{(3E)(6S,1R,2R)-6-hydroxy-2-methoxy-7-[(4-methoxyphenyl) methoxy]-1,4-dimethylhept-3-enyl}(2S,4S,5S,6S)-2-methoxy-5-methyl-4-(1,1,2,2-tetramethyl-1-silapropoxy)perhydro-2H-pyran-2-yl)acetate

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Technology Process of methyl 2-(6-{(3E)(6S,1R,2R)-6-hydroxy-2-methoxy-7-[(4-methoxyphenyl) methoxy]-1,4-dimethylhept-3-enyl}(2S,4S,5S,6S)-2-methoxy-5-methyl-4-(1,1,2,2-tetramethyl-1-silapropoxy)perhydro-2H-pyran-2-yl)acetate

There total 13 articles about methyl 2-(6-{(3E)(6S,1R,2R)-6-hydroxy-2-methoxy-7-[(4-methoxyphenyl) methoxy]-1,4-dimethylhept-3-enyl}(2S,4S,5S,6S)-2-methoxy-5-methyl-4-(1,1,2,2-tetramethyl-1-silapropoxy)perhydro-2H-pyran-2-yl)acetate 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: 71.0%

: 439143-46-1
methyl 2-(6-{(3E)(6S,1R,2R)-2-methoxy-7-[(4-methoxyphenyl)methoxy]-1,4-dimethyl-6-(tert-butyldimethylsilyloxy)hept-3-enyl}(2S,4S,5S,6S)-2-methoxy-5-methyl-4-(tert-butyldimethylsiloxy)-2H-3,4,5,6-tetrahydropyran-2-yl)acetate

: 1035622-42-4
C₂₈H₄₄O₉

: 439143-59-6
methyl 2-(6-{(3E)(6S,1R,2R)-6-hydroxy-2-methoxy-7-[(4-methoxyphenyl) methoxy]-1,4-dimethylhept-3-enyl}(2S,4S,5S,6S)-2-methoxy-5-methyl-4-(1,1,2,2-tetramethyl-1-silapropoxy)perhydro-2H-pyran-2-yl)acetate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.666667h;
DOI:10.1016/j.tet.2008.02.001

Reference yield:

: 439143-46-1
methyl 2-(6-{(3E)(6S,1R,2R)-2-methoxy-7-[(4-methoxyphenyl)methoxy]-1,4-dimethyl-6-(tert-butyldimethylsilyloxy)hept-3-enyl}(2S,4S,5S,6S)-2-methoxy-5-methyl-4-(tert-butyldimethylsiloxy)-2H-3,4,5,6-tetrahydropyran-2-yl)acetate

: 439143-59-6
methyl 2-(6-{(3E)(6S,1R,2R)-6-hydroxy-2-methoxy-7-[(4-methoxyphenyl) methoxy]-1,4-dimethylhept-3-enyl}(2S,4S,5S,6S)-2-methoxy-5-methyl-4-(1,1,2,2-tetramethyl-1-silapropoxy)perhydro-2H-pyran-2-yl)acetate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/ja026235n

Reference yield:

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

: 439143-59-6
methyl 2-(6-{(3E)(6S,1R,2R)-6-hydroxy-2-methoxy-7-[(4-methoxyphenyl) methoxy]-1,4-dimethylhept-3-enyl}(2S,4S,5S,6S)-2-methoxy-5-methyl-4-(1,1,2,2-tetramethyl-1-silapropoxy)perhydro-2H-pyran-2-yl)acetate

Guidance literature:: Multi-step reaction with 11 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

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