(2R,3R,6S)-6-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-(4-methoxy-benzyloxy)-heptane-1,3,6-triol

Base Information

Chemical Name:(2R,3R,6S)-6-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-(4-methoxy-benzyloxy)-heptane-1,3,6-triol
CAS No.:120269-74-1
Molecular Formula:C₃₀H₄₄O₇
Molecular Weight:516.675
Hs Code.:

Synonyms:(2R,3R,6S)-6-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-(4-methoxy-benzyloxy)-heptane-1,3,6-triol

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Chemical Property of (2R,3R,6S)-6-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-(4-methoxy-benzyloxy)-heptane-1,3,6-triol

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Technology Process of (2R,3R,6S)-6-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-(4-methoxy-benzyloxy)-heptane-1,3,6-triol

There total 22 articles about (2R,3R,6S)-6-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-(4-methoxy-benzyloxy)-heptane-1,3,6-triol 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: 96.0%

: 113643-41-7
(2S,5R,6R)-2-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-5,7-isopropylidenedioxy-6-(4-methoxybenzyloxy)heptan-2-ol

: 120269-74-1
(2R,3R,6S)-6-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-(4-methoxy-benzyloxy)-heptane-1,3,6-triol

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; Ambient temperature;
DOI:10.1016/S0040-4039(00)95485-6

Reference yield:

: 113643-40-6
<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran>-2-methanol

: 120269-74-1
(2R,3R,6S)-6-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-(4-methoxy-benzyloxy)-heptane-1,3,6-triol

Guidance literature:: Multi-step reaction with 6 steps

1: CrO₃, H₂SO₄ / acetone / 0 °C

3: n-BuLi / tetrahydrofuran / -93 °C

4: 1.) NaH; 2.) H₂ / 2.) Pd-C / 1.) DMSO-THF, 0 deg C; 2.) AcOEt

5: 87 percent / diethyl ether / -93 °C

6: 96 percent / 1N-HCl / tetrahydrofuran / Ambient temperature

With chromium(VI) oxide; hydrogenchloride; n-butyllithium; sulfuric acid; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; acetone;
DOI:10.1016/S0040-4039(00)95485-6

Reference yield:

: (2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-carboxylic acid

: 120269-74-1
(2R,3R,6S)-6-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-(4-methoxy-benzyloxy)-heptane-1,3,6-triol

Guidance literature:: Multi-step reaction with 5 steps

2: n-BuLi / tetrahydrofuran / -93 °C

3: 1.) NaH; 2.) H₂ / 2.) Pd-C / 1.) DMSO-THF, 0 deg C; 2.) AcOEt

4: 87 percent / diethyl ether / -93 °C

5: 96 percent / 1N-HCl / tetrahydrofuran / Ambient temperature

With hydrogenchloride; n-butyllithium; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; diethyl ether;
DOI:10.1016/S0040-4039(00)95485-6