(R)-1-((3aR,5S,6aR)-2,2-Dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-phenyl-butan-1-ol

Base Information

Chemical Name:(R)-1-((3aR,5S,6aR)-2,2-Dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-phenyl-butan-1-ol
CAS No.:125218-35-1
Molecular Formula:C₁₇H₂₄O₄
Molecular Weight:292.375
Hs Code.:

Synonyms:(R)-1-((3aR,5S,6aR)-2,2-Dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-phenyl-butan-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 (R)-1-((3aR,5S,6aR)-2,2-Dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-phenyl-butan-1-ol

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Technology Process of (R)-1-((3aR,5S,6aR)-2,2-Dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-phenyl-butan-1-ol

There total 1 articles about (R)-1-((3aR,5S,6aR)-2,2-Dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-phenyl-butan-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%

: 3277-89-2
phenethylmagnesium bromide

: 2457-93-4
(3aR,5S,6aR)-2,2-dimethyl-5-[(2R)-oxiran-2-yl]-3a,5,6,6a-tetrahydrofuro[2,3-d] [1,3]dioxole

: 125218-35-1
(R)-1-((3aR,5S,6aR)-2,2-Dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-phenyl-butan-1-ol

Guidance literature:: With copper(l) iodide; In tetrahydrofuran; -20 to -15 deg C, 1 h, -10 to 0 deg C, 0.5 h, 0 to 10 deg C, 0.5 h;
DOI:10.1246/cl.1999.687

Reference yield: 82.0%

: 124-63-0
methanesulfonyl chloride

: 125218-35-1
(R)-1-((3aR,5S,6aR)-2,2-Dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-phenyl-butan-1-ol

: Methanesulfonic acid (R)-1-((3aR,5S,6aR)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-phenyl-butyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 5 ℃; for 2h;
DOI:10.1246/cl.1999.687

Reference yield:

: 125218-35-1
(R)-1-((3aR,5S,6aR)-2,2-Dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-phenyl-butan-1-ol

: (3S,4S)-4-Amino-3-hydroxy-7-phenyl-heptanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / Et₃N / CH₂Cl₂ / 2 h / 5 °C

2: 100 percent / NaN₃ / dimethylformamide / 40 h / 80 °C

3: 82 percent / aq. AcOH / 1 h / 100 °C

4: 96 percent / NaIO₄, KMnO₄ / 2-methyl-propan-2-ol; H₂O / 2 h / Ambient temperature

5: 100 percent / 1 M NaOH / 1.5 h / Ambient temperature

6: 81 percent / H₂ / 5 percent Pd/C / acetic acid / 2.5 h / 40 °C / 760 Torr

With sodium hydroxide; potassium permanganate; sodium periodate; sodium azide; hydrogen; acetic acid; triethylamine; palladium on activated charcoal; In dichloromethane; water; acetic acid; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1246/cl.1999.687