4-((2S,3R,7S,8R)-7-Benzyloxy-8-benzyloxymethyl-3-hydroxy-oxocan-2-yl)-butyric acid

Base Information

Chemical Name:4-((2S,3R,7S,8R)-7-Benzyloxy-8-benzyloxymethyl-3-hydroxy-oxocan-2-yl)-butyric acid
CAS No.:725253-46-3
Molecular Formula:C₂₆H₃₄O₆
Molecular Weight:442.552
Hs Code.:

Synonyms:4-((2S,3R,7S,8R)-7-Benzyloxy-8-benzyloxymethyl-3-hydroxy-oxocan-2-yl)-butyric acid

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Chemical Property of 4-((2S,3R,7S,8R)-7-Benzyloxy-8-benzyloxymethyl-3-hydroxy-oxocan-2-yl)-butyric acid

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Technology Process of 4-((2S,3R,7S,8R)-7-Benzyloxy-8-benzyloxymethyl-3-hydroxy-oxocan-2-yl)-butyric acid

There total 2 articles about 4-((2S,3R,7S,8R)-7-Benzyloxy-8-benzyloxymethyl-3-hydroxy-oxocan-2-yl)-butyric 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:

: 4-[(2S,3R,7S,8R)-7-Benzyloxy-8-benzyloxymethyl-3-(2-ethoxy-ethoxy)-oxocan-2-yl]-butyraldehyde

: 725253-46-3
4-((2S,3R,7S,8R)-7-Benzyloxy-8-benzyloxymethyl-3-hydroxy-oxocan-2-yl)-butyric acid

Guidance literature:: 4-[(2S,3R,7S,8R)-7-Benzyloxy-8-benzyloxymethyl-3-(2-ethoxy-ethoxy)-oxocan-2-yl]-butyraldehyde; With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 0 - 20 ℃;

With hydrogenchloride; In water; tert-butyl alcohol; at 20 ℃; Further stages.;
DOI:10.1016/j.tetlet.2004.04.083

Reference yield:

: 725253-43-0
(2S,3R,7S,8R)-7-Benzyloxy-8-benzyloxymethyl-2-(4-triisopropylsilanyloxy-butyl)-oxocan-3-ol

: 725253-46-3
4-((2S,3R,7S,8R)-7-Benzyloxy-8-benzyloxymethyl-3-hydroxy-oxocan-2-yl)-butyric acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: PPTS / CH₂Cl₂ / 20 °C

2.1: TBAF / tetrahydrofuran / 20 °C

3.1: SO₃*pyridine; Et₃N / dimethylsulfoxide; CH₂Cl₂ / 0 °C

4.1: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / H₂O; 2-methyl-propan-2-ol / 0 - 20 °C

4.2: aq.HCl / H₂O; 2-methyl-propan-2-ol / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; pyridine-SO₃ complex; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; triethylamine; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2004.04.083

Reference yield: 94.0%

: 725253-46-3
4-((2S,3R,7S,8R)-7-Benzyloxy-8-benzyloxymethyl-3-hydroxy-oxocan-2-yl)-butyric acid

: 725253-47-4
(5aS,7R,8S,11aR)-8-Benzyloxy-7-benzyloxymethyl-decahydro-1,6-dioxa-cycloheptacycloocten-2-one

Guidance literature:: 4-((2S,3R,7S,8R)-7-Benzyloxy-8-benzyloxymethyl-3-hydroxy-oxocan-2-yl)-butyric acid; With 2,4,6-trichlorobenzoyl chloride; triethylamine; In tetrahydrofuran; at 20 ℃;

With dmap; In toluene; at 110 ℃; Further stages.;
DOI:10.1016/j.tetlet.2004.04.083