(2S,3S,4R)-3-Benzyloxy-1,2-cyclopentylidenedioxy-4-hydroxyheptane

Base Information

Chemical Name:(2S,3S,4R)-3-Benzyloxy-1,2-cyclopentylidenedioxy-4-hydroxyheptane
CAS No.:131087-26-8
Molecular Formula:C₁₉H₂₈O₄
Molecular Weight:320.429
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3S,4R)-3-Benzyloxy-1,2-cyclopentylidenedioxy-4-hydroxyheptane

Chemical Property:

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Technology Process of (2S,3S,4R)-3-Benzyloxy-1,2-cyclopentylidenedioxy-4-hydroxyheptane

There total 6 articles about (2S,3S,4R)-3-Benzyloxy-1,2-cyclopentylidenedioxy-4-hydroxyheptane 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: 72.0%

: 23786-93-8
1,1-diethoxy-cyclopentane

: 131087-25-7,145679-67-0,146143-39-7
(2S,3S,4R)-3-Benzyloxy-1,2,4-trihydroxyheptane

: 131087-26-8,145679-68-1,146143-40-0
(2S,3S,4R)-3-Benzyloxy-1,2-cyclopentylidenedioxy-4-hydroxyheptane

Guidance literature:: With toluene-4-sulfonic acid; In tetrahydrofuran; at 0 - 5 ℃; for 1h;

Reference yield:

: 89755-55-5
(3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((E)-propenyl)-tetrahydro-furo[2,3-d][1,3]dioxole

: 131087-26-8,145679-68-1,146143-40-0
(2S,3S,4R)-3-Benzyloxy-1,2-cyclopentylidenedioxy-4-hydroxyheptane

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / Raney-Ni / methanol / 2 h / 760 Torr

2: 79 percent / 0.4percent aq. H₂SO₄ / dioxane / 1.5 h / 100 °C

3: 91 percent / NaBH₄ / benzene; H₂O / 72 h / Ambient temperature

4: 72 percent / p-toluenesulfonic acid / tetrahydrofuran / 1 h / 0 - 5 °C

With sodium tetrahydroborate; sulfuric acid; hydrogen; toluene-4-sulfonic acid; nickel; In tetrahydrofuran; 1,4-dioxane; methanol; water; benzene;

Reference yield:

: 18685-18-2
3-O-benzyl-1,2-5,6-O-diisopropylidene-α-D-glucofuranose

: 131087-26-8,145679-68-1,146143-40-0
(2S,3S,4R)-3-Benzyloxy-1,2-cyclopentylidenedioxy-4-hydroxyheptane

Guidance literature:: Multi-step reaction with 6 steps

1: 65 percent / glacial acetic acid, periodic acid / H₂O / 0.42 h / Ambient temperature

2: 1) NaH / 1) DMSO, 15 min, 2) DMSO, 2.5h

3: H₂ / Raney-Ni / methanol / 2 h / 760 Torr

4: 79 percent / 0.4percent aq. H₂SO₄ / dioxane / 1.5 h / 100 °C

5: 91 percent / NaBH₄ / benzene; H₂O / 72 h / Ambient temperature

6: 72 percent / p-toluenesulfonic acid / tetrahydrofuran / 1 h / 0 - 5 °C

With sodium tetrahydroborate; sulfuric acid; hydrogen; sodium hydride; toluene-4-sulfonic acid; acetic acid; periodic acid; nickel; In tetrahydrofuran; 1,4-dioxane; methanol; water; benzene;