2,3,4-tri-O-(methoxymethyl)-5a-carba-β-L-arabino-hex-5-enopyranosyl bromide

Base Information

Chemical Name:2,3,4-tri-O-(methoxymethyl)-5a-carba-β-L-arabino-hex-5-enopyranosyl bromide
CAS No.:333327-12-1
Molecular Formula:C₁₃H₂₃BrO₆
Molecular Weight:355.226
Hs Code.:

Synonyms:2,3,4-tri-O-(methoxymethyl)-5a-carba-β-L-arabino-hex-5-enopyranosyl bromide

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Chemical Property of 2,3,4-tri-O-(methoxymethyl)-5a-carba-β-L-arabino-hex-5-enopyranosyl bromide

Chemical Property:

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Technology Process of 2,3,4-tri-O-(methoxymethyl)-5a-carba-β-L-arabino-hex-5-enopyranosyl bromide

There total 9 articles about 2,3,4-tri-O-(methoxymethyl)-5a-carba-β-L-arabino-hex-5-enopyranosyl bromide 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:

: 1054643-34-3
5a-carba-β-L-xylo-hex-5-enopyranosyl bromide

: 333327-12-1
2,3,4-tri-O-(methoxymethyl)-5a-carba-β-L-arabino-hex-5-enopyranosyl bromide

Guidance literature:: Multi-step reaction with 7 steps

1.1: 72.2 percent / TsOH hydrate / dimethylformamide / 7 h / 60 °C

2.1: pyridine / 2 h / 0 °C

3.1: aq. AcOH / 4 h / 20 °C

4.1: 4.0 g / pyridine / 20 °C

5.1: aq. AcOH / 3 h / 60 °C

5.2: 98 percent / pyridine / 20 °C

6.1: aq. HCl / tetrahydrofuran / 20 h / 60 °C

7.1: 3.2 g / N,N-diisopropylethylamine / 14 h / 40 °C

With pyridine; hydrogenchloride; toluene-4-sulfonic acid; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1002/1099-0690(200103)2001:5<967::AID-EJOC967>3.0.CO;2-J

Reference yield:

: 305369-73-7
2,3-O-isopropylidene-5a-carba-β-L-xylo-hex-5-enopyranosyl bromide

: 333327-12-1
2,3,4-tri-O-(methoxymethyl)-5a-carba-β-L-arabino-hex-5-enopyranosyl bromide

Guidance literature:: Multi-step reaction with 6 steps

1.1: pyridine / 2 h / 0 °C

2.1: aq. AcOH / 4 h / 20 °C

3.1: 4.0 g / pyridine / 20 °C

4.1: aq. AcOH / 3 h / 60 °C

4.2: 98 percent / pyridine / 20 °C

5.1: aq. HCl / tetrahydrofuran / 20 h / 60 °C

6.1: 3.2 g / N,N-diisopropylethylamine / 14 h / 40 °C

With pyridine; hydrogenchloride; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;
DOI:10.1002/1099-0690(200103)2001:5<967::AID-EJOC967>3.0.CO;2-J

Reference yield:

: Methanesulfonic acid (1S,2S,3S,4S)-4-bromo-2,3-dihydroxy-6-methylene-cyclohexyl ester

: 333327-12-1
2,3,4-tri-O-(methoxymethyl)-5a-carba-β-L-arabino-hex-5-enopyranosyl bromide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 4.0 g / pyridine / 20 °C

2.1: aq. AcOH / 3 h / 60 °C

2.2: 98 percent / pyridine / 20 °C

3.1: aq. HCl / tetrahydrofuran / 20 h / 60 °C

4.1: 3.2 g / N,N-diisopropylethylamine / 14 h / 40 °C

With pyridine; hydrogenchloride; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;
DOI:10.1002/1099-0690(200103)2001:5<967::AID-EJOC967>3.0.CO;2-J