3-O-benzyl-5,6-dideoxy-6-C-(n-hexyl)-1,2-O-isopropylidene-β-L-arabino-hex-5-enofuranose

Base Information

Chemical Name:3-O-benzyl-5,6-dideoxy-6-C-(n-hexyl)-1,2-O-isopropylidene-β-L-arabino-hex-5-enofuranose
CAS No.:65434-50-6
Molecular Formula:C₂₂H₃₂O₄
Molecular Weight:360.494
Hs Code.:

Synonyms:3-O-benzyl-5,6-dideoxy-6-C-(n-hexyl)-1,2-O-isopropylidene-β-L-arabino-hex-5-enofuranose

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Chemical Property of 3-O-benzyl-5,6-dideoxy-6-C-(n-hexyl)-1,2-O-isopropylidene-β-L-arabino-hex-5-enofuranose

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Technology Process of 3-O-benzyl-5,6-dideoxy-6-C-(n-hexyl)-1,2-O-isopropylidene-β-L-arabino-hex-5-enofuranose

There total 5 articles about 3-O-benzyl-5,6-dideoxy-6-C-(n-hexyl)-1,2-O-isopropylidene-β-L-arabino-hex-5-enofuranose 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:

: 10368-86-2
1,2:5,6-di-O-isopropylidene-α-D-galactofuranose

: 65434-50-6
3-O-benzyl-5,6-dideoxy-6-C-(n-hexyl)-1,2-O-isopropylidene-β-L-arabino-hex-5-enofuranose

Guidance literature:: Multi-step reaction with 4 steps

1: 73 percent / NaH / dimethylformamide / 24 h

2: 80 percent / aq. AcOH / 24 h / Ambient temperature

3: aq. sodium metaperiodate / dioxane / 4 h

4: 1.) n-BuLi / 1.) DME, 0.5 h, 2.) DME, RT, 1.5 h

With sodium periodate; n-butyllithium; sodium hydride; acetic acid; In 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/jo00224a025

Reference yield:

: 2774-28-9
3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-erythro-hex-3-enofuranose

: 65434-50-6
3-O-benzyl-5,6-dideoxy-6-C-(n-hexyl)-1,2-O-isopropylidene-β-L-arabino-hex-5-enofuranose

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) B₂H₆, 2.) 2 N NaOH, 30percent H₂O₂ / 1.) THF, 0 deg C, 4 h, 2.) THF, from 0 deg C to RT

2: 73 percent / NaH / dimethylformamide / 24 h

3: 80 percent / aq. AcOH / 24 h / Ambient temperature

4: aq. sodium metaperiodate / dioxane / 4 h

5: 1.) n-BuLi / 1.) DME, 0.5 h, 2.) DME, RT, 1.5 h

With sodium hydroxide; sodium periodate; n-butyllithium; dihydrogen peroxide; sodium hydride; acetic acid; diborane; In 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/jo00224a025

Reference yield:

: 65451-98-1
3-O-benzyl-1,2:5,6-di-O-isopropylidene-α-D-galactofuranose

: 65434-50-6
3-O-benzyl-5,6-dideoxy-6-C-(n-hexyl)-1,2-O-isopropylidene-β-L-arabino-hex-5-enofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / aq. AcOH / 24 h / Ambient temperature

2: aq. sodium metaperiodate / dioxane / 4 h

3: 1.) n-BuLi / 1.) DME, 0.5 h, 2.) DME, RT, 1.5 h

With sodium periodate; n-butyllithium; acetic acid; In 1,4-dioxane;
DOI:10.1021/jo00224a025