(E)-3-[(2R,3R)-3-(2-Benzyloxy-1,1-dimethyl-ethyl)-oxiranyl]-prop-2-en-1-ol

Base Information

Chemical Name:(E)-3-[(2R,3R)-3-(2-Benzyloxy-1,1-dimethyl-ethyl)-oxiranyl]-prop-2-en-1-ol
CAS No.:121352-91-8
Molecular Formula:C₁₆H₂₂O₃
Molecular Weight:262.349
Hs Code.:

Synonyms:(E)-3-[(2R,3R)-3-(2-Benzyloxy-1,1-dimethyl-ethyl)-oxiranyl]-prop-2-en-1-ol

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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 (E)-3-[(2R,3R)-3-(2-Benzyloxy-1,1-dimethyl-ethyl)-oxiranyl]-prop-2-en-1-ol

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Technology Process of (E)-3-[(2R,3R)-3-(2-Benzyloxy-1,1-dimethyl-ethyl)-oxiranyl]-prop-2-en-1-ol

There total 10 articles about (E)-3-[(2R,3R)-3-(2-Benzyloxy-1,1-dimethyl-ethyl)-oxiranyl]-prop-2-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: 93.0%

: 121352-90-7
(E)-3-[(2R,3R)-3-(2-Benzyloxy-1,1-dimethyl-ethyl)-oxiranyl]-propenal

: 121352-91-8
(E)-3-[(2R,3R)-3-(2-Benzyloxy-1,1-dimethyl-ethyl)-oxiranyl]-prop-2-en-1-ol

Guidance literature:: With sodium tetrahydroborate; In methanol; at -20 ℃; for 6h;
DOI:10.1021/jo00273a009

Reference yield:

: 776-88-5
5,5-dimethyl-2-phenyl-[1,3]dioxane

: 121352-91-8
(E)-3-[(2R,3R)-3-(2-Benzyloxy-1,1-dimethyl-ethyl)-oxiranyl]-prop-2-en-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 94 percent / BH₃*THF / tetrahydrofuran / 72 h / Heating

2: 82 percent / PCC / CH₂Cl₂ / 11 h / 25 °C

3: 1.) NaH / 1.) toluene, 0 deg C, 1 h, 2.) THF, RT, 6 h

4: 79 percent / DIBAL / diethyl ether; toluene / 25 °C

5: 1.) titanium(IV) isopropoxide, (-)-diethyl D-tartrate, 2.) tert-butyl hydroperoxide / 1.) CH₂Cl₂, -40 deg C, 30 min, 2.) toluene, 0 deg C, 8 h

6: oxalyl chloride / dimethylsulfoxide; CH₂Cl₂ / 1.5 h / -78 °C

7: tetrahydrofuran; benzene / 12 h / 0 °C

8: 93 percent / NaBH₄ / methanol / 6 h / -20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; borane-THF; oxalyl dichloride; diethyl (2S,3S)-tartrate; sodium hydride; diisobutylaluminium hydride; pyridinium chlorochromate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; toluene; benzene;
DOI:10.1021/jo00273a009

Reference yield:

: 66582-32-9
3-(benzyloxy)-2,2-dimethylpropan-1-ol

: 121352-91-8
(E)-3-[(2R,3R)-3-(2-Benzyloxy-1,1-dimethyl-ethyl)-oxiranyl]-prop-2-en-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 82 percent / PCC / CH₂Cl₂ / 11 h / 25 °C

2: 1.) NaH / 1.) toluene, 0 deg C, 1 h, 2.) THF, RT, 6 h

3: 79 percent / DIBAL / diethyl ether; toluene / 25 °C

4: 1.) titanium(IV) isopropoxide, (-)-diethyl D-tartrate, 2.) tert-butyl hydroperoxide / 1.) CH₂Cl₂, -40 deg C, 30 min, 2.) toluene, 0 deg C, 8 h

5: oxalyl chloride / dimethylsulfoxide; CH₂Cl₂ / 1.5 h / -78 °C

6: tetrahydrofuran; benzene / 12 h / 0 °C

7: 93 percent / NaBH₄ / methanol / 6 h / -20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; oxalyl dichloride; diethyl (2S,3S)-tartrate; sodium hydride; diisobutylaluminium hydride; pyridinium chlorochromate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; toluene; benzene;
DOI:10.1021/jo00273a009