(2S,3S,4S,5S)-3-benzyloxy-2-benzyloxymethyl-2,4-dimethyl-5-ethyl-4-hydroxytetrahydrofuran

Base Information

Chemical Name:(2S,3S,4S,5S)-3-benzyloxy-2-benzyloxymethyl-2,4-dimethyl-5-ethyl-4-hydroxytetrahydrofuran
CAS No.:548487-91-8
Molecular Formula:C₂₃H₃₀O₄
Molecular Weight:370.489
Hs Code.:

Synonyms:(2S,3S,4S,5S)-3-benzyloxy-2-benzyloxymethyl-2,4-dimethyl-5-ethyl-4-hydroxytetrahydrofuran

Suppliers and Price of (2S,3S,4S,5S)-3-benzyloxy-2-benzyloxymethyl-2,4-dimethyl-5-ethyl-4-hydroxytetrahydrofuran

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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 (2S,3S,4S,5S)-3-benzyloxy-2-benzyloxymethyl-2,4-dimethyl-5-ethyl-4-hydroxytetrahydrofuran

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Technology Process of (2S,3S,4S,5S)-3-benzyloxy-2-benzyloxymethyl-2,4-dimethyl-5-ethyl-4-hydroxytetrahydrofuran

There total 3 articles about (2S,3S,4S,5S)-3-benzyloxy-2-benzyloxymethyl-2,4-dimethyl-5-ethyl-4-hydroxytetrahydrofuran 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:

: 100-39-0
benzyl bromide

: 548487-91-8
(2S,3S,4S,5S)-3-benzyloxy-2-benzyloxymethyl-2,4-dimethyl-5-ethyl-4-hydroxytetrahydrofuran

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 °C

1.2: 96 percent / n-Bu₄NI / hexane; dimethylformamide / 12 h / 0 - 23 °C

2.1: 85 percent / cumene hydroperoxide; KH; NMP / n-Bu₄NF / tetrahydrofuran / 40 h / 23 °C

With 1-methyl-pyrrolidin-2-one; Cumene hydroperoxide; potassium hydride; sodium hydride; tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ja034865z

Reference yield:

: 548488-20-6
(2S,3S,4S,5S)-4-dimethylphenylsilyl-3-hydroxy-2-hydroxymethyl-2,4-dimethyl-5-ethyltetrahydrofuran

: 548487-91-8
(2S,3S,4S,5S)-3-benzyloxy-2-benzyloxymethyl-2,4-dimethyl-5-ethyl-4-hydroxytetrahydrofuran

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 °C

1.2: 96 percent / n-Bu₄NI / hexane; dimethylformamide / 12 h / 0 - 23 °C

2.1: 85 percent / cumene hydroperoxide; KH; NMP / n-Bu₄NF / tetrahydrofuran / 40 h / 23 °C

With 1-methyl-pyrrolidin-2-one; Cumene hydroperoxide; potassium hydride; sodium hydride; tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ja034865z

Reference yield:

: 548487-90-7
(2R,3S,4S,5S)-3-acetoxy-4-dimethylphenylsilyl-2,4-dimethyl-5-ethyl-tetrahydrofuran-2-carboxylic acid (S)-4,4-dimethyl-2-oxotetrahydrofuran-3-yl ester

: 548487-91-8
(2S,3S,4S,5S)-3-benzyloxy-2-benzyloxymethyl-2,4-dimethyl-5-ethyl-4-hydroxytetrahydrofuran

Guidance literature:: Multi-step reaction with 3 steps

1.1: 93 percent / LiAlH₄ / tetrahydrofuran / 12 h / 0 °C

2.1: NaH / dimethylformamide / 0.5 h / 0 °C

2.2: 96 percent / n-Bu₄NI / hexane; dimethylformamide / 12 h / 0 - 23 °C

3.1: 85 percent / cumene hydroperoxide; KH; NMP / n-Bu₄NF / tetrahydrofuran / 40 h / 23 °C

With 1-methyl-pyrrolidin-2-one; lithium aluminium tetrahydride; Cumene hydroperoxide; potassium hydride; sodium hydride; tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ja034865z