(R)-2-{(4S,5R,6S)-6-[(1S,4S,5R,6S,7S,8R)-8-Benzyloxymethoxy-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-1,5,7-trimethyl-3-oxo-nonyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionic acid

Base Information

Chemical Name:(R)-2-{(4S,5R,6S)-6-[(1S,4S,5R,6S,7S,8R)-8-Benzyloxymethoxy-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-1,5,7-trimethyl-3-oxo-nonyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionic acid
CAS No.:141566-35-0
Molecular Formula:C₄₂H₇₆O₉Si₂
Molecular Weight:781.231
Hs Code.:

(R)-2-{(4S,5R,6S)-6-[(1S,4S,5R,6S,7S,8R)-8-Benzyloxymethoxy-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-1,5,7-trimethyl-3-oxo-nonyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionic acid

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Chemical Property of (R)-2-{(4S,5R,6S)-6-[(1S,4S,5R,6S,7S,8R)-8-Benzyloxymethoxy-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-1,5,7-trimethyl-3-oxo-nonyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionic acid

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Technology Process of (R)-2-{(4S,5R,6S)-6-[(1S,4S,5R,6S,7S,8R)-8-Benzyloxymethoxy-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-1,5,7-trimethyl-3-oxo-nonyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionic acid

There total 16 articles about (R)-2-{(4S,5R,6S)-6-[(1S,4S,5R,6S,7S,8R)-8-Benzyloxymethoxy-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-1,5,7-trimethyl-3-oxo-nonyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionic acid 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:

: (2S,5S,6R,7S,8S,9R)-9-Benzyloxymethoxy-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-2-[(4S,5R,6R)-6-((S)-2-hydroxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-6,8-dimethyl-decan-4-one

: 141566-35-0
(R)-2-{(4S,5R,6S)-6-[(1S,4S,5R,6S,7S,8R)-8-Benzyloxymethoxy-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-1,5,7-trimethyl-3-oxo-nonyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionic acid

Guidance literature:: With potassium permanganate; In tert-butyl alcohol; at 20 ℃; for 0.5h; pH 7;
DOI:10.1016/S0040-4039(00)91728-3

Reference yield:

: 86534-97-6
(2S,3S,4S,5R,6S)-7-hydroxy-3,5-(isopropylidenedioxy)-2,4,6-trimethylheptyl p-toluenesulfonate

: 141566-35-0
(R)-2-{(4S,5R,6S)-6-[(1S,4S,5R,6S,7S,8R)-8-Benzyloxymethoxy-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-1,5,7-trimethyl-3-oxo-nonyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionic acid

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran / 3 h / 80 °C

2: NaIO₄ / methanol; H₂O / 21 h / 20 °C

3: 1.) LDA / 1,2-dimethoxy-ethane / 1.) -78 deg C, 15 min, 2.) -78 deg C, 15 min

4: H₂ / W-2 Ra Ni / diethyl ether / 1 h / 20 °C

5: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) -23 deg C, 30 min

6: KMnO₄ / 2-methyl-propan-2-ol / 0.5 h / 20 °C / pH 7

With potassium permanganate; sodium periodate; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; W-2 Ra Ni; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; water; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)91728-3

Reference yield:

: 86534-98-7
(SRS,2S,3R,4S,5R,6R)-3,5-(isopropylidenedioxy)-2,4,6-trimethyl-7-(phenylsulfinyl)heptan-1-ol

: 141566-35-0
(R)-2-{(4S,5R,6S)-6-[(1S,4S,5R,6S,7S,8R)-8-Benzyloxymethoxy-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-1,5,7-trimethyl-3-oxo-nonyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) LDA / 1,2-dimethoxy-ethane / 1.) -78 deg C, 15 min, 2.) -78 deg C, 15 min

2: H₂ / W-2 Ra Ni / diethyl ether / 1 h / 20 °C

3: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) -23 deg C, 30 min

4: KMnO₄ / 2-methyl-propan-2-ol / 0.5 h / 20 °C / pH 7

With potassium permanganate; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; W-2 Ra Ni; In 1,2-dimethoxyethane; diethyl ether; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)91728-3