(2R,3S)-3-Benzyloxy-2-methyl-2-[4-methyl-5-(tetrahydro-pyran-2-yloxy)-pentyl]-2,3,4,5-tetrahydro-oxepine

Base Information

Chemical Name:(2R,3S)-3-Benzyloxy-2-methyl-2-[4-methyl-5-(tetrahydro-pyran-2-yloxy)-pentyl]-2,3,4,5-tetrahydro-oxepine
CAS No.:77513-79-2
Molecular Formula:C₂₅H₃₈O₄
Molecular Weight:402.574
Hs Code.:

Synonyms:(2R,3S)-3-Benzyloxy-2-methyl-2-[4-methyl-5-(tetrahydro-pyran-2-yloxy)-pentyl]-2,3,4,5-tetrahydro-oxepine

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Chemical Property of (2R,3S)-3-Benzyloxy-2-methyl-2-[4-methyl-5-(tetrahydro-pyran-2-yloxy)-pentyl]-2,3,4,5-tetrahydro-oxepine

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Technology Process of (2R,3S)-3-Benzyloxy-2-methyl-2-[4-methyl-5-(tetrahydro-pyran-2-yloxy)-pentyl]-2,3,4,5-tetrahydro-oxepine

There total 10 articles about (2R,3S)-3-Benzyloxy-2-methyl-2-[4-methyl-5-(tetrahydro-pyran-2-yloxy)-pentyl]-2,3,4,5-tetrahydro-oxepine 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%

: 100-39-0
benzyl bromide

: 77513-78-1
(2R,3S)-2-Methyl-2-[4-methyl-5-(tetrahydro-pyran-2-yloxy)-pentyl]-2,3,4,5-tetrahydro-oxepin-3-ol

: 77513-79-2
(2R,3S)-3-Benzyloxy-2-methyl-2-[4-methyl-5-(tetrahydro-pyran-2-yloxy)-pentyl]-2,3,4,5-tetrahydro-oxepine

Guidance literature:: With sodium hydride; In benzene;
DOI:10.1016/S0040-4039(01)81818-9

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 77513-79-2
(2R,3S)-3-Benzyloxy-2-methyl-2-[4-methyl-5-(tetrahydro-pyran-2-yloxy)-pentyl]-2,3,4,5-tetrahydro-oxepine

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / TsOH / diethyl ether

2: 70 percent / MCPBA , NaOAc / CH₂Cl₂ / Heating

3: 1.) LDA 2.) TMEDA / 1.) THF , -78 deg C 2.) HMPA

4: 57 percent / Na / 2-methyl-propan-2-ol; liquid ammonia; tetrahydrofuran

5: 98 percent / NaH / benzene

With N,N,N,N,-tetramethylethylenediamine; sodium acetate; sodium; sodium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; ammonia; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4039(01)81818-9

Reference yield:

: 77514-08-0
(6R,7S)-7-Benzyloxy-6-methyl-6-(4-methyl-pent-4-enyl)-1,4-dioxa-spiro[4.5]decane

: 77513-79-2
(2R,3S)-3-Benzyloxy-2-methyl-2-[4-methyl-5-(tetrahydro-pyran-2-yloxy)-pentyl]-2,3,4,5-tetrahydro-oxepine

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) 9-BBN 2.) 30percent H₂O₂, 3N NaOH / 1.) THF

2: 99 percent / acetone , 2E-3N H₂SO₄

3: 90 percent / TsOH / diethyl ether

4: 70 percent / MCPBA , NaOAc / CH₂Cl₂ / Heating

5: 1.) LDA 2.) TMEDA / 1.) THF , -78 deg C 2.) HMPA

6: 57 percent / Na / 2-methyl-propan-2-ol; liquid ammonia; tetrahydrofuran

7: 98 percent / NaH / benzene

With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; N,N,N,N,-tetramethylethylenediamine; sulfuric acid; dihydrogen peroxide; sodium acetate; sodium; sodium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; acetone; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; ammonia; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4039(01)81818-9