5-keto-2,3-di-O-methoxymethyl-6-O-triphenylmethyl-L-arabinohexonic acid γ-lactone

Base Information

Chemical Name:5-keto-2,3-di-O-methoxymethyl-6-O-triphenylmethyl-L-arabinohexonic acid γ-lactone
CAS No.:294204-00-5
Molecular Formula:C₂₉H₃₀O₈
Molecular Weight:506.552
Hs Code.:

Synonyms:5-keto-2,3-di-O-methoxymethyl-6-O-triphenylmethyl-L-arabinohexonic acid γ-lactone

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Chemical Property of 5-keto-2,3-di-O-methoxymethyl-6-O-triphenylmethyl-L-arabinohexonic acid γ-lactone

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Technology Process of 5-keto-2,3-di-O-methoxymethyl-6-O-triphenylmethyl-L-arabinohexonic acid γ-lactone

There total 5 articles about 5-keto-2,3-di-O-methoxymethyl-6-O-triphenylmethyl-L-arabinohexonic acid γ-lactone 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: 81.0%

: 294203-99-9
2,3-di-O-methoxymethyl-6-O-triphenylmethyl-D-galactono-γ-lactone

: 294204-00-5
5-keto-2,3-di-O-methoxymethyl-6-O-triphenylmethyl-L-arabinohexonic acid γ-lactone

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jo000141j

Reference yield:

: 56710-46-4,67321-94-2,69602-93-3,94697-68-4,100227-29-0,102355-63-5,121357-95-7
5,6-O-isopropylidene-D-galactonic acid γ-lactone

: 294204-00-5
5-keto-2,3-di-O-methoxymethyl-6-O-triphenylmethyl-L-arabinohexonic acid γ-lactone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 68 percent / iPr₂NEt; n-Bu₄NI / dimethylformamide / 50 °C

2.1: 93 percent / aq. AcOH / 20 °C

3.1: (n-Bu)2SnO; MS 4A / benzene / Heating

3.2: 47 percent / iPr₂NEt / dimethylformamide / 3 h / 20 °C

4.1: 81 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

With tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; Dess-Martin periodane; acetic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; benzene; 1.1: Alkylation / 2.1: Hydrolysis / 3.1: stannylation / 3.2: Substitution / 4.1: Oxidation;
DOI:10.1021/jo000141j

Reference yield:

: 76-83-5
trityl chloride

: 294204-00-5
5-keto-2,3-di-O-methoxymethyl-6-O-triphenylmethyl-L-arabinohexonic acid γ-lactone

Guidance literature:: Multi-step reaction with 2 steps

1.1: (n-Bu)2SnO; MS 4A / benzene / Heating

1.2: 47 percent / iPr₂NEt / dimethylformamide / 3 h / 20 °C

2.1: 81 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

With di(n-butyl)tin oxide; Dess-Martin periodane; In dichloromethane; benzene; 1.1: stannylation / 1.2: Substitution / 2.1: Oxidation;
DOI:10.1021/jo000141j