(4S,5S)-5-((E)-(S)-4-Benzyloxy-1-methyl-but-2-enyl)-4-methyl-tetrahydro-furan-2-ol

Base Information

Chemical Name:(4S,5S)-5-((E)-(S)-4-Benzyloxy-1-methyl-but-2-enyl)-4-methyl-tetrahydro-furan-2-ol
CAS No.:121896-43-3
Molecular Formula:C₁₇H₂₄O₃
Molecular Weight:276.376
Hs Code.:

Synonyms:(4S,5S)-5-((E)-(S)-4-Benzyloxy-1-methyl-but-2-enyl)-4-methyl-tetrahydro-furan-2-ol

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Chemical Property of (4S,5S)-5-((E)-(S)-4-Benzyloxy-1-methyl-but-2-enyl)-4-methyl-tetrahydro-furan-2-ol

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Technology Process of (4S,5S)-5-((E)-(S)-4-Benzyloxy-1-methyl-but-2-enyl)-4-methyl-tetrahydro-furan-2-ol

There total 10 articles about (4S,5S)-5-((E)-(S)-4-Benzyloxy-1-methyl-but-2-enyl)-4-methyl-tetrahydro-furan-2-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:

: 111149-35-0
(3S,4S,5S)-(E)-8-benzyloxy-4-hydroxy-3,5-dimethyloct-6-enoic acid lactone

: 121896-43-3
(4S,5S)-5-((E)-(S)-4-Benzyloxy-1-methyl-but-2-enyl)-4-methyl-tetrahydro-furan-2-ol

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; at 0 ℃;
DOI:10.1246/cl.1988.2041

Reference yield:

: 111149-31-6
(3R,4S)-(E)-7-benzyloxy-4-methyl-1-trimethylsilylhept-5-en-1-yn-3-ol

: 121896-43-3
(4S,5S)-5-((E)-(S)-4-Benzyloxy-1-methyl-but-2-enyl)-4-methyl-tetrahydro-furan-2-ol

Guidance literature:: Multi-step reaction with 7 steps

1: n-Bu₄NF / tetrahydrofuran / Ambient temperature

2: 87 percent / imidazole / dimethylformamide / Ambient temperature

3: 1.)n-BuLi / 1.) THF, -72 deg C; 2.) THF, -45 deg C

4: H₂ / Lindlar catalyst / benzene / Ambient temperature

5: concd. HCl / methanol / Ambient temperature

6: 87 percent / CuI / diethyl ether / 0 °C

7: DIBAL / tetrahydrofuran / 0 °C

With 1H-imidazole; hydrogenchloride; copper(l) iodide; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide; benzene;
DOI:10.1246/cl.1988.2041

Reference yield:

: 120448-41-1
(3R,4S)-(E)-7-benzyloxy-4-methylhept-5-en-1-yn-3-ol

: 121896-43-3
(4S,5S)-5-((E)-(S)-4-Benzyloxy-1-methyl-but-2-enyl)-4-methyl-tetrahydro-furan-2-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 87 percent / imidazole / dimethylformamide / Ambient temperature

2: 1.)n-BuLi / 1.) THF, -72 deg C; 2.) THF, -45 deg C

3: H₂ / Lindlar catalyst / benzene / Ambient temperature

4: concd. HCl / methanol / Ambient temperature

5: 87 percent / CuI / diethyl ether / 0 °C

6: DIBAL / tetrahydrofuran / 0 °C

With 1H-imidazole; hydrogenchloride; copper(l) iodide; n-butyllithium; hydrogen; diisobutylaluminium hydride; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide; benzene;
DOI:10.1246/cl.1988.2041