(4R,5R)-1-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-4,6-isopropylidenedioxy-5-(4-methoxybenzyloxy)hexan-1-one

Base Information

Chemical Name:(4R,5R)-1-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-4,6-isopropylidenedioxy-5-(4-methoxybenzyloxy)hexan-1-one
CAS No.:113981-32-1
Molecular Formula:C₃₂H₄₄O₇
Molecular Weight:540.697
Hs Code.:

Synonyms:(4R,5R)-1-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-4,6-isopropylidenedioxy-5-(4-methoxybenzyloxy)hexan-1-one

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Chemical Property of (4R,5R)-1-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-4,6-isopropylidenedioxy-5-(4-methoxybenzyloxy)hexan-1-one

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Technology Process of (4R,5R)-1-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-4,6-isopropylidenedioxy-5-(4-methoxybenzyloxy)hexan-1-one

There total 17 articles about (4R,5R)-1-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-4,6-isopropylidenedioxy-5-(4-methoxybenzyloxy)hexan-1-one 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: 98.0%

: 126394-14-7
(E)-1-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-3-[(4R,5R)-5-(4-methoxy-benzyloxy)-2,2-dimethyl-[1,3]dioxan-4-yl]-propenone

: 113981-32-1
(4R,5R)-1-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-4,6-isopropylidenedioxy-5-(4-methoxybenzyloxy)hexan-1-one

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; for 0.166667h;
DOI:10.1248/cpb.37.1705

Reference yield:

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

: 113981-32-1
(4R,5R)-1-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-4,6-isopropylidenedioxy-5-(4-methoxybenzyloxy)hexan-1-one

Guidance literature:: Multi-step reaction with 4 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

With chromium(VI) oxide; n-butyllithium; sulfuric acid; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; 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

: 113981-32-1
(4R,5R)-1-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-4,6-isopropylidenedioxy-5-(4-methoxybenzyloxy)hexan-1-one

Guidance literature:: Multi-step reaction with 3 steps

2: n-BuLi / tetrahydrofuran / -93 °C

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

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