(2RS,3R,4R,5R)-3-[(2R,3R)-2,3-dihydroxy-2-pentyl]-5-(triisopropylsiloxymethyl)-2-methoxy-4-(4-methoxybenzyloxy)-3-methyloxolane

Base Information

Chemical Name:(2RS,3R,4R,5R)-3-[(2R,3R)-2,3-dihydroxy-2-pentyl]-5-(triisopropylsiloxymethyl)-2-methoxy-4-(4-methoxybenzyloxy)-3-methyloxolane
CAS No.:536737-63-0
Molecular Formula:C₂₉H₅₂O₇Si
Molecular Weight:540.813
Hs Code.:

Synonyms:(2RS,3R,4R,5R)-3-[(2R,3R)-2,3-dihydroxy-2-pentyl]-5-(triisopropylsiloxymethyl)-2-methoxy-4-(4-methoxybenzyloxy)-3-methyloxolane

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Chemical Property of (2RS,3R,4R,5R)-3-[(2R,3R)-2,3-dihydroxy-2-pentyl]-5-(triisopropylsiloxymethyl)-2-methoxy-4-(4-methoxybenzyloxy)-3-methyloxolane

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Technology Process of (2RS,3R,4R,5R)-3-[(2R,3R)-2,3-dihydroxy-2-pentyl]-5-(triisopropylsiloxymethyl)-2-methoxy-4-(4-methoxybenzyloxy)-3-methyloxolane

There total 1 articles about (2RS,3R,4R,5R)-3-[(2R,3R)-2,3-dihydroxy-2-pentyl]-5-(triisopropylsiloxymethyl)-2-methoxy-4-(4-methoxybenzyloxy)-3-methyloxolane 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:

: 925-90-6
ethylmagnesium bromide

: (R)-2-Hydroxy-2-[(3R,4R,5R)-2-methoxy-4-(4-methoxy-benzyloxy)-3-methyl-5-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl]-propionaldehyde

: 536737-63-0
(2RS,3R,4R,5R)-3-[(2R,3R)-2,3-dihydroxy-2-pentyl]-5-(triisopropylsiloxymethyl)-2-methoxy-4-(4-methoxybenzyloxy)-3-methyloxolane

Guidance literature:: DOI:10.1016/0040-4039(95)00476-S

Reference yield: 95.0%

: 536737-63-0
(2RS,3R,4R,5R)-3-[(2R,3R)-2,3-dihydroxy-2-pentyl]-5-(triisopropylsiloxymethyl)-2-methoxy-4-(4-methoxybenzyloxy)-3-methyloxolane

: 164365-01-9
(1S,3R,4R,5R,6R,7R)-5,6-dimethyl-7-ethyl-4-(4-methoxybenzyloxy)-3-(triisopropylsiloxymethyl)-2,8-dioxabicyclo[3.3.0]octan-6-ol

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1021/ja034332q

Reference yield:

: 536737-63-0
(2RS,3R,4R,5R)-3-[(2R,3R)-2,3-dihydroxy-2-pentyl]-5-(triisopropylsiloxymethyl)-2-methoxy-4-(4-methoxybenzyloxy)-3-methyloxolane

: 164365-02-0
(1S,3R,4R,5R,6R,7R)-5,6-dimethyl-7-ethyl-3-(hydroxymethyl)-4-(4-methoxybenzyloxy)-2,8-dioxabicyclo[3.3.0]octan-6-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / p-TsOH; MS 4 A / CH₂Cl₂ / 1.5 h / 20 °C

2: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

With tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja034332q