(R)-4-Methoxymethoxy-oct-7-en-1-ol

Base Information

Chemical Name:(R)-4-Methoxymethoxy-oct-7-en-1-ol
CAS No.:865091-48-1
Molecular Formula:C₁₀H₂₀O₃
Molecular Weight:188.267
Hs Code.:

Synonyms:(R)-4-Methoxymethoxy-oct-7-en-1-ol

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Chemical Property of (R)-4-Methoxymethoxy-oct-7-en-1-ol

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Technology Process of (R)-4-Methoxymethoxy-oct-7-en-1-ol

There total 1 articles about (R)-4-Methoxymethoxy-oct-7-en-1-ol 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:

: 32780-06-6
(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

: 865091-48-1
(R)-4-Methoxymethoxy-oct-7-en-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / pyridine / CHCl₃ / 12 h / 0 °C

2.1: BH₃*DMS / tetrahydrofuran / 0 - 20 °C

2.2: 79 percent / imidazole / dimethylformamide / 15 h / 20 °C

3.1: tetrahydrofuran / -78 - 20 °C

3.2: 90 percent / ethyldiisopropylamine; DMAP; tetra-n-butylammonium iodide / CH₂Cl₂ / 96 h

4.1: 100 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0 - 20 °C

With pyridine; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; In tetrahydrofuran; chloroform;
DOI:10.1021/ol051483k

Reference yield:

: 865091-48-1
(R)-4-Methoxymethoxy-oct-7-en-1-ol

: (10R,13R)-2-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-propyl]-4,10,13-tris-methoxymethoxy-13-[(2R,5R)-5-((S)-1-methoxymethoxy-pentadecyl)-tetrahydro-furan-2-yl]-tridecanoic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 60 percent / TEMPO; NaClO₂; NaH₂PO₄ buffer / acetonitrile; H₂O / 20 h / 45 °C / pH 6.6

2.1: 98 percent / DMAP; DCC / CH₂Cl₂ / 15 h / 20 °C

3.1: 95 percent / Dibal-H / tetrahydrofuran; toluene / 1 h / -78 °C

4.1: (+)-B-methoxy(diisopinocamphenyl)borane / diethyl ether / 2.5 h / 20 °C

4.2: 78 percent / diethyl ether / 2.5 h / -100 °C

5.1: Hunig's base

6.1: 89 percent / second generation Grubbs' catalyst / CH₂Cl₂ / 5 h / Heating

7.1: 100 percent / hydrogen / Pd/C / methanol / 5 h / 20 °C

8.1: 95 percent / NaOMe / 3 h / Heating

9.1: 86 percent / DMAP; ethyldiisopropylamine / CH₂Cl₂ / 0 - 20 °C

10.1: LDA / tetrahydrofuran / 0.5 h / -78 °C

10.2: tetrahydrofuran / 2 h / -78 °C

With dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium chlorite; NaH₂PO₄ buffer; hydrogen; sodium methylate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; (+)-B-methoxydiisocamphenylborane; lithium diisopropyl amide; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene; acetonitrile; 4.2: Racherla-Brown asymmetric allylation;
DOI:10.1021/ol051483k

Reference yield:

: 865091-48-1
(R)-4-Methoxymethoxy-oct-7-en-1-ol

: 865091-32-3
(5R,11R)-3-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-propyl]-5-methoxymethoxy-11-{(R)-3-methoxymethoxy-3-[(2R,5R)-5-((S)-1-methoxymethoxy-pentadecyl)-tetrahydro-furan-2-yl]-propyl}-oxacycloundecan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 60 percent / TEMPO; NaClO₂; NaH₂PO₄ buffer / acetonitrile; H₂O / 20 h / 45 °C / pH 6.6

2.1: 83 percent / DMAP; DCC

3.1: 89 percent / first generation Grubbs' catalyst / CH₂Cl₂ / 18 h / Heating

4.1: 100 percent / hydrogen / Pd/C / ethyl acetate / 18 h

5.1: LDA / tetrahydrofuran / 0.5 h / -78 °C

5.2: tetrahydrofuran / 2 h / -78 °C

With dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium chlorite; NaH₂PO₄ buffer; hydrogen; dicyclohexyl-carbodiimide; lithium diisopropyl amide; palladium on activated charcoal; Grubbs catalyst first generation; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1021/ol051483k