(6R,7S)-6-Benzyloxymethoxy-7-methyl-7-{4-[2-(3-methyl-but-2-enyl)-[1,3]dioxolan-2-yl]-pentyl}-oxepan-3-one

Base Information

Chemical Name:(6R,7S)-6-Benzyloxymethoxy-7-methyl-7-{4-[2-(3-methyl-but-2-enyl)-[1,3]dioxolan-2-yl]-pentyl}-oxepan-3-one
CAS No.:75350-95-7
Molecular Formula:C₂₈H₄₂O₆
Molecular Weight:474.638
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 (6R,7S)-6-Benzyloxymethoxy-7-methyl-7-{4-[2-(3-methyl-but-2-enyl)-[1,3]dioxolan-2-yl]-pentyl}-oxepan-3-one

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Technology Process of (6R,7S)-6-Benzyloxymethoxy-7-methyl-7-{4-[2-(3-methyl-but-2-enyl)-[1,3]dioxolan-2-yl]-pentyl}-oxepan-3-one

There total 20 articles about (6R,7S)-6-Benzyloxymethoxy-7-methyl-7-{4-[2-(3-methyl-but-2-enyl)-[1,3]dioxolan-2-yl]-pentyl}-oxepan-3-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: 95.0%

: 75350-94-6,75419-18-0,75419-43-1,75419-44-2
(6R,7S)-6-Benzyloxymethoxy-3-hydroxymethyl-7-methyl-7-{4-[2-(3-methyl-but-2-enyl)-[1,3]dioxolan-2-yl]-pentyl}-oxepan-3-ol

: 75350-95-7,75419-45-3
(6R,7S)-6-Benzyloxymethoxy-7-methyl-7-{4-[2-(3-methyl-but-2-enyl)-[1,3]dioxolan-2-yl]-pentyl}-oxepan-3-one

Guidance literature:: With sodium periodate; phosphate buffer; In ethanol; at 25 ℃;
DOI:10.1021/ja00541a063

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 75350-95-7,75419-45-3
(6R,7S)-6-Benzyloxymethoxy-7-methyl-7-{4-[2-(3-methyl-but-2-enyl)-[1,3]dioxolan-2-yl]-pentyl}-oxepan-3-one

Guidance literature:: Multi-step reaction with 10 steps

1: 85 percent / i-Pr₂EtN / CH₂Cl₂ / 25 °C

2: aq. acetic acid / tetrahydrofuran / 6 h / 45 °C

3: SO_3.pyridine complex, Et₃N / dimethylsulfoxide / 25 °C

4: 1.) Mg / 1.) THF, 25 deg C, 2.) -78 deg C

5: 85 percent / Collins reagent, Celite / CH₂Cl₂ / 0 °C

6: 95 percent / tetrahydrofuran / -105 °C

7: n-Bu₄NF / tetrahydrofuran / 0 - 25 °C

8: 80 percent / t-BuOOH, VO(acac)2, NaOAc / CH₂Cl₂; toluene / -25 °C

9: 75 percent / KCH₂SOCH₃ / dimethylsulfoxide / 4 h / 25 °C

10: 95 percent / NaIO₄, phosphate buffer, pH 7.4 / ethanol / 25 °C

With tert.-butylhydroperoxide; sodium periodate; phosphate buffer; bis(acetylacetonate)oxovanadium; pyridine-SO₃ complex; Collins oxidation agent; Celite; tetrabutyl ammonium fluoride; sodium acetate; potassium dimsylate; magnesium; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1021/ja00541a063

Reference yield:

: 1071-73-4
5-Hydroxy-2-pentanone

: 75350-95-7,75419-45-3
(6R,7S)-6-Benzyloxymethoxy-7-methyl-7-{4-[2-(3-methyl-but-2-enyl)-[1,3]dioxolan-2-yl]-pentyl}-oxepan-3-one

Guidance literature:: Multi-step reaction with 14 steps

1: 75 percent

2: HCl, gas / CHCl₃ / 0 - 25 °C

3: 1.) n-BuLi / 1.) THF, -78 -> -15 deg C, 2.) -78 -> -15 deg C

4: 4-(dimethyamino)-pyridine / CH₂Cl₂ / 0 °C

5: 1.) HgCl₂, aq. CaCO₃, 2.) TsOH / 1.) acetonitrile, reflux, 2.) benzene, reflux

6: LAH / diethyl ether / 0 °C

7: CBr₄, PPh₃ / CH₂Cl₂ / -40 - 0 °C

8: 1.) Mg / 1.) THF, 25 deg C, 2.) -78 deg C

9: 85 percent / Collins reagent, Celite / CH₂Cl₂ / 0 °C

10: 95 percent / tetrahydrofuran / -105 °C

11: n-Bu₄NF / tetrahydrofuran / 0 - 25 °C

12: 80 percent / t-BuOOH, VO(acac)2, NaOAc / CH₂Cl₂; toluene / -25 °C

13: 75 percent / KCH₂SOCH₃ / dimethylsulfoxide / 4 h / 25 °C

14: 95 percent / NaIO₄, phosphate buffer, pH 7.4 / ethanol / 25 °C

With hydrogenchloride; tert.-butylhydroperoxide; dmap; sodium periodate; lithium aluminium tetrahydride; n-butyllithium; phosphate buffer; bis(acetylacetonate)oxovanadium; carbon tetrabromide; Collins oxidation agent; Celite; tetrabutyl ammonium fluoride; sodium acetate; potassium dimsylate; toluene-4-sulfonic acid; magnesium; triphenylphosphine; calcium carbonate; mercury dichloride; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; chloroform; dimethyl sulfoxide; toluene;
DOI:10.1021/ja00541a063