(1R,3R,5R,6R)-1-{(1R)-1-[(phenylmethoxy)methoxy]ethyl}-3,5-dihydroxy-6-[(4-methoxyphenyl)methoxy]-7-(1,1,2,2-tetramethyl-1-silapropoxy)heptyl 2,2-dimethylpropanoate

Base Information

Chemical Name:(1R,3R,5R,6R)-1-{(1R)-1-[(phenylmethoxy)methoxy]ethyl}-3,5-dihydroxy-6-[(4-methoxyphenyl)methoxy]-7-(1,1,2,2-tetramethyl-1-silapropoxy)heptyl 2,2-dimethylpropanoate
CAS No.:850534-41-7
Molecular Formula:C₃₆H₅₈O₉Si
Molecular Weight:662.937
Hs Code.:

(1R,3R,5R,6R)-1-{(1R)-1-[(phenylmethoxy)methoxy]ethyl}-3,5-dihydroxy-6-[(4-methoxyphenyl)methoxy]-7-(1,1,2,2-tetramethyl-1-silapropoxy)heptyl 2,2-dimethylpropanoate

Synonyms:(1R,3R,5R,6R)-1-{(1R)-1-[(phenylmethoxy)methoxy]ethyl}-3,5-dihydroxy-6-[(4-methoxyphenyl)methoxy]-7-(1,1,2,2-tetramethyl-1-silapropoxy)heptyl 2,2-dimethylpropanoate

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Chemical Property of (1R,3R,5R,6R)-1-{(1R)-1-[(phenylmethoxy)methoxy]ethyl}-3,5-dihydroxy-6-[(4-methoxyphenyl)methoxy]-7-(1,1,2,2-tetramethyl-1-silapropoxy)heptyl 2,2-dimethylpropanoate

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Technology Process of (1R,3R,5R,6R)-1-{(1R)-1-[(phenylmethoxy)methoxy]ethyl}-3,5-dihydroxy-6-[(4-methoxyphenyl)methoxy]-7-(1,1,2,2-tetramethyl-1-silapropoxy)heptyl 2,2-dimethylpropanoate

There total 10 articles about (1R,3R,5R,6R)-1-{(1R)-1-[(phenylmethoxy)methoxy]ethyl}-3,5-dihydroxy-6-[(4-methoxyphenyl)methoxy]-7-(1,1,2,2-tetramethyl-1-silapropoxy)heptyl 2,2-dimethylpropanoate 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:

: 850534-29-1
(1R,5R,6R)-1-{(1R)-1-[(phenylmethoxy)methoxy]ethyl}-5-hydroxy-6-[(4-methoxyphenyl)methoxy]-3-oxo-7-(1,1,2,2-tetramethyl-1-silapropoxy)heptyl 2,2-dimethylpropanoate

: 850534-30-4
(1R,3S,5R,6R)-1-{(1R)-1-[(phenylmethoxy)methoxy]ethyl}-3,5-dihydroxy-6-[(4-methoxyphenyl)methoxy]-7-(1,1,2,2-tetramethyl-1-silapropoxy)heptyl 2,2-dimethylpropanoate

: 850534-41-7
(1R,3R,5R,6R)-1-{(1R)-1-[(phenylmethoxy)methoxy]ethyl}-3,5-dihydroxy-6-[(4-methoxyphenyl)methoxy]-7-(1,1,2,2-tetramethyl-1-silapropoxy)heptyl 2,2-dimethylpropanoate

Guidance literature:: With acetic acid; tetramethylammonium triacetoxyborohydride; In acetonitrile; at -20 ℃; for 16h;
DOI:10.1021/jo048308m

Reference yield:

: 850534-25-7
(2R,3R)-5-(chloromethyl)-2-[(phenylmethoxy)methoxy]hex-5-en-3-ol

: 850534-41-7
(1R,3R,5R,6R)-1-{(1R)-1-[(phenylmethoxy)methoxy]ethyl}-3,5-dihydroxy-6-[(4-methoxyphenyl)methoxy]-7-(1,1,2,2-tetramethyl-1-silapropoxy)heptyl 2,2-dimethylpropanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 81 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 24 h / 20 °C

2.1: (i-Pr)2NH; n-BuLi; Bu₃SnH / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: BF₃*OEt₂

3.1: O₃ / CH₂Cl₂ / -90 °C

3.2: 86 percent / Ph₃P / CH₂Cl₂ / -90 - 20 °C

4.1: Me₄NBH(OAc)3; AcOH / acetonitrile / 16 h / -20 °C

With pyridine; dmap; n-butyllithium; tri-n-butyl-tin hydride; ozone; acetic acid; diisopropylamine; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; hexane; dichloromethane; acetonitrile;
DOI:10.1021/jo048308m

Reference yield:

: 3-(tert-butyldimethylsilanyloxy)-2-(4-methoxybenzyloxy)propionaldehyde

: 850534-41-7
(1R,3R,5R,6R)-1-{(1R)-1-[(phenylmethoxy)methoxy]ethyl}-3,5-dihydroxy-6-[(4-methoxyphenyl)methoxy]-7-(1,1,2,2-tetramethyl-1-silapropoxy)heptyl 2,2-dimethylpropanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: (i-Pr)2NH; n-BuLi; Bu₃SnH / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: BF₃*OEt₂

2.1: O₃ / CH₂Cl₂ / -90 °C

2.2: 86 percent / Ph₃P / CH₂Cl₂ / -90 - 20 °C

3.1: Me₄NBH(OAc)3; AcOH / acetonitrile / 16 h / -20 °C

With n-butyllithium; tri-n-butyl-tin hydride; ozone; acetic acid; diisopropylamine; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; hexane; dichloromethane; acetonitrile;
DOI:10.1021/jo048308m