2β-dimethoxymethyl-3α-(2-hydroxyethyl)-7α-oxabicyclo<2.2.1>heptane

Base Information

Chemical Name:2β-dimethoxymethyl-3α-(2-hydroxyethyl)-7α-oxabicyclo<2.2.1>heptane
CAS No.:119119-35-6
Molecular Formula:C₁₁H₂₀O₄
Molecular Weight:216.277
Hs Code.:

Synonyms:2β-dimethoxymethyl-3α-(2-hydroxyethyl)-7α-oxabicyclo<2.2.1>heptane

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Chemical Property of 2β-dimethoxymethyl-3α-(2-hydroxyethyl)-7α-oxabicyclo<2.2.1>heptane

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Technology Process of 2β-dimethoxymethyl-3α-(2-hydroxyethyl)-7α-oxabicyclo<2.2.1>heptane

There total 1 articles about 2β-dimethoxymethyl-3α-(2-hydroxyethyl)-7α-oxabicyclo<2.2.1>heptane 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:

: 119119-34-5,119238-74-3
2β-formyl-3α-vinyl-7α-oxa-bicyclo<2.2.1>heptanedimethyl acetal

: 23418-82-8
cis-1,5-cyclooctanediol

: 119119-35-6
2β-dimethoxymethyl-3α-(2-hydroxyethyl)-7α-oxabicyclo<2.2.1>heptane

Guidance literature:: With sodium hydroxide; 9-BBN-THF; dihydrogen peroxide; Yield given. Multistep reaction; 1.) THF, 0 deg C to room t., 90 min, 2.) THF, 0 deg C, 15 min;
DOI:10.1016/0223-5234(88)90209-7

Reference yield:

: 119119-35-6
2β-dimethoxymethyl-3α-(2-hydroxyethyl)-7α-oxabicyclo<2.2.1>heptane

: 115825-93-9,119238-77-6,119238-78-7,119238-79-8,122089-44-5
3α-(6-carboxyhex-2Z-enyl)-2β-(3-hydroxy-4-p-fluorophenoxy-but-1E-enyl)-7α-oxabicyclo<2.2.1>heptane

Guidance literature:: Multi-step reaction with 5 steps

1: 76 percent / PCC, NaOAc / CH₂Cl₂ / 2 h / 23 °C

2: 1.) BuLi(hexane) / 1.) DMSO, with cooling, then 10 min, 23 deg C, 2.) DMSO, 23 deg C

3: 50percent aq. HCl / CHCl₃; propan-2-ol / 0.5 h

4: 1.) NaH / 1.) THF, 23 deg C, 1 h 2.) THF, 0 deg C, then 45 deg C, 3 h

5: 25 mg / NaBH₄ / ethanol / -20 °C

With hydrogenchloride; sodium tetrahydroborate; n-butyllithium; sodium acetate; sodium hydride; pyridinium chlorochromate; In ethanol; dichloromethane; chloroform; isopropyl alcohol;
DOI:10.1016/0223-5234(88)90209-7

Reference yield:

: 119119-35-6
2β-dimethoxymethyl-3α-(2-hydroxyethyl)-7α-oxabicyclo<2.2.1>heptane

: 115825-93-9,119238-77-6,119238-78-7,119238-79-8,122089-44-5
3α-(6-carboxyhex-2Z-enyl)-2β-(3-hydroxy-4-p-fluorophenoxy-but-1E-enyl)-7α-oxabicyclo<2.2.1>heptane

Guidance literature:: Multi-step reaction with 5 steps

1: 76 percent / PCC, NaOAc / CH₂Cl₂ / 2 h / 23 °C

2: 1.) BuLi(hexane) / 1.) DMSO, with cooling, then 10 min, 23 deg C, 2.) DMSO, 23 deg C

3: 50percent aq. HCl / CHCl₃; propan-2-ol / 0.5 h

4: 1.) NaH / 1.) THF, 23 deg C, 1 h 2.) THF, 0 deg C, then 45 deg C, 3 h

5: 27 mg / NaBH₄ / ethanol / -20 °C

With hydrogenchloride; sodium tetrahydroborate; n-butyllithium; sodium acetate; sodium hydride; pyridinium chlorochromate; In ethanol; dichloromethane; chloroform; isopropyl alcohol;
DOI:10.1016/0223-5234(88)90209-7