2,3,4-tri-O-(methoxymethyl)-5a-carba-α-L-fucopyranosyl acetate

Base Information

Chemical Name:2,3,4-tri-O-(methoxymethyl)-5a-carba-α-L-fucopyranosyl acetate
CAS No.:305369-77-1
Molecular Formula:C₁₅H₂₈O₈
Molecular Weight:336.383
Hs Code.:

Synonyms:2,3,4-tri-O-(methoxymethyl)-5a-carba-α-L-fucopyranosyl acetate

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Chemical Property of 2,3,4-tri-O-(methoxymethyl)-5a-carba-α-L-fucopyranosyl acetate

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Technology Process of 2,3,4-tri-O-(methoxymethyl)-5a-carba-α-L-fucopyranosyl acetate

There total 12 articles about 2,3,4-tri-O-(methoxymethyl)-5a-carba-α-L-fucopyranosyl acetate 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: 50.0%

: 127-08-2
potassium acetate

: 305369-76-0
2,3,4-tri-O-(methoxymethyl)-5a-carba-β-L-fucopyranosyl bromide

: (1R,2S,3R,4R)-1,2,3-tri-O-(methoxymethyl)-4-methylcyclohex-5-ene-1,2,3-triol

: 305369-77-1
2,3,4-tri-O-(methoxymethyl)-5a-carba-α-L-fucopyranosyl acetate

Guidance literature:: In N,N-dimethyl-formamide; at 100 ℃; for 20h;
DOI:10.1002/1099-0690(200103)2001:5<967::AID-EJOC967>3.0.CO;2-J

Reference yield:

: 5a-carba-β-L-arabino-hex-5-enopyranosyl bromide

: 305369-77-1
2,3,4-tri-O-(methoxymethyl)-5a-carba-α-L-fucopyranosyl acetate

Guidance literature:: Multi-step reaction with 3 steps

1: 3.2 g / N,N-diisopropylethylamine / 14 h / 40 °C

2: 80 percent / H₂ / Wilkinson catalyst / benzene; methanol / 16 h / 20 °C

3: 50 percent / dimethylformamide / 20 h / 100 °C

With hydrogen; N-ethyl-N,N-diisopropylamine; Wilkinson's catalyst; In methanol; N,N-dimethyl-formamide; benzene;
DOI:10.1002/1099-0690(200103)2001:5<967::AID-EJOC967>3.0.CO;2-J

Reference yield:

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

: 305369-77-1
2,3,4-tri-O-(methoxymethyl)-5a-carba-α-L-fucopyranosyl acetate

Guidance literature:: Multi-step reaction with 9 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

8.1: 80 percent / H₂ / Wilkinson catalyst / benzene; methanol / 16 h / 20 °C

9.1: 50 percent / dimethylformamide / 20 h / 100 °C

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