(4S,6S,8S)-9-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-8-[(4-methoxyphenyl)methoxy]non-1-ene-4,6-diol

Base Information

Chemical Name:(4S,6S,8S)-9-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-8-[(4-methoxyphenyl)methoxy]non-1-ene-4,6-diol
CAS No.:862465-85-8
Molecular Formula:C₂₆H₄₆O₅Si
Molecular Weight:466.734
Hs Code.:

Synonyms:(4S,6S,8S)-9-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-8-[(4-methoxyphenyl)methoxy]non-1-ene-4,6-diol

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Chemical Property of (4S,6S,8S)-9-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-8-[(4-methoxyphenyl)methoxy]non-1-ene-4,6-diol

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Technology Process of (4S,6S,8S)-9-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-8-[(4-methoxyphenyl)methoxy]non-1-ene-4,6-diol

There total 8 articles about (4S,6S,8S)-9-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-8-[(4-methoxyphenyl)methoxy]non-1-ene-4,6-diol 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:

: 862465-66-5
(8S,6R)-9-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-6-hydroxy-8-[(4-methoxyphenyl)methoxy]non-1-en-4-one

: 862465-85-8
(4S,6S,8S)-9-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-8-[(4-methoxyphenyl)methoxy]non-1-ene-4,6-diol

Guidance literature:: (8S,6R)-9-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-6-hydroxy-8-[(4-methoxyphenyl)methoxy]non-1-en-4-one; With sodium tetrahydroborate; In tetrahydrofuran; methanol; at -78 ℃; for 9h;

With dihydrogen peroxide; In tetrahydrofuran; methanol; water; at -78 - 20 ℃;
DOI:10.1021/ol051225n

Reference yield:

: 862465-63-2
tert-butyl 2-{(6S,4R)-2-(4-methoxyphenyl)-6-[(phenylmethoxy)methyl]-1,3-dioxan-4-yl}acetate

: 862465-85-8
(4S,6S,8S)-9-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-8-[(4-methoxyphenyl)methoxy]non-1-ene-4,6-diol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 89 percent / Raney Nickel; H₂ / ethanol / 3 h / 20 °C / 760 Torr

2.1: 90 percent / imidazole / CH₂Cl₂ / 16 h / 20 °C

3.1: 87 percent / isopropylmagnesium chloride / tetrahydrofuran / -30 - 0 °C

4.1: 93 percent / MgBr₂*Et₂O; n-tributyltin chloride / CH₂Cl₂ / 5 h / 20 °C

5.1: 89 percent / tetrahydrofuran / 2 h / 0 °C

6.1: EtBOMe; NaBH₄ / tetrahydrofuran; methanol / 9 h / -78 °C

6.2: H₂O₂ / methanol; tetrahydrofuran; H₂O / -78 - 20 °C

With 1H-imidazole; sodium tetrahydroborate; tributyltin chloride; hydrogen; isopropylmagnesium chloride; nickel; magnesium bromide; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1021/ol051225n

Reference yield:

: 862465-64-3
2-((6S,4R)-6-{[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]methyl}-2-(4-methoxyphenyl)(1,3-dioxan-4-yl))-N-methoxy-N-methylacetamide

: 862465-85-8
(4S,6S,8S)-9-[1,1-bis(1-methylethyl)-2-methyl-1-silapropoxy]-8-[(4-methoxyphenyl)methoxy]non-1-ene-4,6-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 93 percent / MgBr₂*Et₂O; n-tributyltin chloride / CH₂Cl₂ / 5 h / 20 °C

2.1: 89 percent / tetrahydrofuran / 2 h / 0 °C

3.1: EtBOMe; NaBH₄ / tetrahydrofuran; methanol / 9 h / -78 °C

3.2: H₂O₂ / methanol; tetrahydrofuran; H₂O / -78 - 20 °C

With sodium tetrahydroborate; tributyltin chloride; magnesium bromide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ol051225n