<1R,6S,7S,8R,8aR>-1-Hydroxy-6,7-(isopropylidenedioxy)-8-(methoxymethoxy)-3-oxoindolizidine

Base Information

Chemical Name:<1R,6S,7S,8R,8aR>-1-Hydroxy-6,7-(isopropylidenedioxy)-8-(methoxymethoxy)-3-oxoindolizidine
CAS No.:145625-39-4
Molecular Formula:C₁₃H₂₁NO₆
Molecular Weight:287.313
Hs Code.:

Synonyms:<1R,6S,7S,8R,8aR>-1-Hydroxy-6,7-(isopropylidenedioxy)-8-(methoxymethoxy)-3-oxoindolizidine

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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 <1R,6S,7S,8R,8aR>-1-Hydroxy-6,7-(isopropylidenedioxy)-8-(methoxymethoxy)-3-oxoindolizidine

Chemical Property:

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Technology Process of <1R,6S,7S,8R,8aR>-1-Hydroxy-6,7-(isopropylidenedioxy)-8-(methoxymethoxy)-3-oxoindolizidine

There total 1 articles about <1R,6S,7S,8R,8aR>-1-Hydroxy-6,7-(isopropylidenedioxy)-8-(methoxymethoxy)-3-oxoindolizidine 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: 49.0%

: 145625-37-2
Ethyl (3R,4R,5R,6S,7S)-4-(dibenzylamino)-3-hydroxy-6,7-(isopropylidenedioxy)-5-(methoxymethoxy)-8-<(p-toluenesulfonyl)oxy>octanoate

: 145625-39-4
<1R,6S,7S,8R,8aR>-1-Hydroxy-6,7-(isopropylidenedioxy)-8-(methoxymethoxy)-3-oxoindolizidine

: <2R,2(1R),2(2S),2(3S),3R>-3-Hydroxy-2-<2,3-(isopropylidenedioxy)-1-(methoxymethoxy)-4-<(p-toluenesulfonyl)oxy>butyl>-5-oxopyrrolidine

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 16h; under 760 Torr;
DOI:10.1021/jo00053a015

Reference yield:

: 145625-39-4
<1R,6S,7S,8R,8aR>-1-Hydroxy-6,7-(isopropylidenedioxy)-8-(methoxymethoxy)-3-oxoindolizidine

: 89955-60-2
1-epi-castanospermine

Guidance literature:: Multi-step reaction with 2 steps

1: 66 percent / BH₃*Me₂S / tetrahydrofuran / 5 h / 80 °C

2: 70 percent / a) conc. HCl, b) Dowex 1-X₈, OH^(1-)-form / a) MeOH, reflux, 30 min, b) H₂O

With hydrogenchloride; dimethylsulfide borane complex; Dowex 1-X₈; In tetrahydrofuran;
DOI:10.1021/jo00053a015