Methanesulfonic acid (3S,4R,5R)-5-((E)-(S)-4-benzyloxy-1-methyl-but-2-enyl)-4-methyl-2-oxo-tetrahydro-furan-3-yl ester

Base Information

Chemical Name:Methanesulfonic acid (3S,4R,5R)-5-((E)-(S)-4-benzyloxy-1-methyl-but-2-enyl)-4-methyl-2-oxo-tetrahydro-furan-3-yl ester
CAS No.:121896-48-8
Molecular Formula:C₁₈H₂₄O₆S
Molecular Weight:368.451
Hs Code.:

Synonyms:Methanesulfonic acid (3S,4R,5R)-5-((E)-(S)-4-benzyloxy-1-methyl-but-2-enyl)-4-methyl-2-oxo-tetrahydro-furan-3-yl ester

Suppliers and Price of Methanesulfonic acid (3S,4R,5R)-5-((E)-(S)-4-benzyloxy-1-methyl-but-2-enyl)-4-methyl-2-oxo-tetrahydro-furan-3-yl ester

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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 Methanesulfonic acid (3S,4R,5R)-5-((E)-(S)-4-benzyloxy-1-methyl-but-2-enyl)-4-methyl-2-oxo-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of Methanesulfonic acid (3S,4R,5R)-5-((E)-(S)-4-benzyloxy-1-methyl-but-2-enyl)-4-methyl-2-oxo-tetrahydro-furan-3-yl ester

There total 11 articles about Methanesulfonic acid (3S,4R,5R)-5-((E)-(S)-4-benzyloxy-1-methyl-but-2-enyl)-4-methyl-2-oxo-tetrahydro-furan-3-yl ester 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: 92.0%

: 124-63-0
methanesulfonyl chloride

: 121960-66-5
(3S,4S,5R)-5-((E)-(S)-4-Benzyloxy-1-methyl-but-2-enyl)-3-hydroxy-4-methyl-dihydro-furan-2-one

: 121896-48-8
Methanesulfonic acid (3S,4R,5R)-5-((E)-(S)-4-benzyloxy-1-methyl-but-2-enyl)-4-methyl-2-oxo-tetrahydro-furan-3-yl ester

Guidance literature:: With triethylamine; In dichloromethane; 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

: 121896-48-8
Methanesulfonic acid (3S,4R,5R)-5-((E)-(S)-4-benzyloxy-1-methyl-but-2-enyl)-4-methyl-2-oxo-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 8 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: 42 percent / LDA, MoOPh / tetrahydrofuran / -78 °C

8: 92 percent / Et₃N / CH₂Cl₂ / 0 °C

With 1H-imidazole; hydrogenchloride; copper(l) iodide; n-butyllithium; MoO₅*pyridine*HMPA; tetrabutyl ammonium fluoride; hydrogen; triethylamine; lithium diisopropyl amide; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 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

: 121896-48-8
Methanesulfonic acid (3S,4R,5R)-5-((E)-(S)-4-benzyloxy-1-methyl-but-2-enyl)-4-methyl-2-oxo-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 7 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: 42 percent / LDA, MoOPh / tetrahydrofuran / -78 °C

7: 92 percent / Et₃N / CH₂Cl₂ / 0 °C

With 1H-imidazole; hydrogenchloride; copper(l) iodide; n-butyllithium; MoO₅*pyridine*HMPA; hydrogen; triethylamine; lithium diisopropyl amide; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1246/cl.1988.2041