(R)-5-Hydroxy-2-methyl-5-trityloxymethyl-tetradecanoic acid methyl ester

Base Information

Chemical Name:(R)-5-Hydroxy-2-methyl-5-trityloxymethyl-tetradecanoic acid methyl ester
CAS No.:546112-92-9
Molecular Formula:C₃₆H₄₈O₄
Molecular Weight:544.775
Hs Code.:

Synonyms:(R)-5-Hydroxy-2-methyl-5-trityloxymethyl-tetradecanoic acid methyl ester

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Chemical Property of (R)-5-Hydroxy-2-methyl-5-trityloxymethyl-tetradecanoic acid methyl ester

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Technology Process of (R)-5-Hydroxy-2-methyl-5-trityloxymethyl-tetradecanoic acid methyl ester

There total 5 articles about (R)-5-Hydroxy-2-methyl-5-trityloxymethyl-tetradecanoic acid methyl ester 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: 65.0%

: 67-56-1
methanol

: 546112-91-8
(E)-3-[(4S,5S)-2,2-Dimethyl-5-((E)-non-1-enyl)-5-trityloxymethyl-[1,3]dioxolan-4-yl]-2-methyl-acrylic acid ethyl ester

: 546112-92-9
(R)-5-Hydroxy-2-methyl-5-trityloxymethyl-tetradecanoic acid methyl ester

Guidance literature:: methanol; (E)-3-[(4S,5S)-2,2-Dimethyl-5-((E)-non-1-enyl)-5-trityloxymethyl-[1,3]dioxolan-4-yl]-2-methyl-acrylic acid ethyl ester; With magnesium; In methanol; at 20 ℃;

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃;
DOI:10.1016/S0040-4039(03)00290-9

Reference yield:

: 366462-63-7
2,3-O-isopropylidene-2-trityloxymethyl-L-erythrofuranose

: 546112-92-9
(R)-5-Hydroxy-2-methyl-5-trityloxymethyl-tetradecanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 97 percent / n-BuLi / tetrahydrofuran / 0 - 20 °C

2.1: (COCl)2; DMSO / CH₂Cl₂ / -55 °C

3.1: CH₂Cl₂ / 20 °C

4.1: Mg / methanol / 20 °C

4.2: 65 percent / H₂ / Pd/C / methanol / 20 °C

With n-butyllithium; oxalyl dichloride; magnesium; dimethyl sulfoxide; In tetrahydrofuran; methanol; dichloromethane; 1.1: Wittig reaction / 2.1: Swern oxidation / 3.1: Wittig olefination;
DOI:10.1016/S0040-4039(03)00290-9

Reference yield:

: 366462-69-3
(2S,3S)-2-hydroxymethyl-2,3-O-isopropylidene-L-erythrofuranose

: 546112-92-9
(R)-5-Hydroxy-2-methyl-5-trityloxymethyl-tetradecanoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 87 percent / Py / 60 °C

2.1: 97 percent / n-BuLi / tetrahydrofuran / 0 - 20 °C

3.1: (COCl)2; DMSO / CH₂Cl₂ / -55 °C

4.1: CH₂Cl₂ / 20 °C

5.1: Mg / methanol / 20 °C

5.2: 65 percent / H₂ / Pd/C / methanol / 20 °C

With pyridine; n-butyllithium; oxalyl dichloride; magnesium; dimethyl sulfoxide; In tetrahydrofuran; methanol; dichloromethane; 2.1: Wittig reaction / 3.1: Swern oxidation / 4.1: Wittig olefination;
DOI:10.1016/S0040-4039(03)00290-9