3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-methyl-β-L-idofuranose

Base Information

Chemical Name:3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-methyl-β-L-idofuranose
CAS No.:114244-55-2
Molecular Formula:C₁₇H₂₄O₅
Molecular Weight:308.375
Hs Code.:

Synonyms:3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-methyl-β-L-idofuranose

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Chemical Property of 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-methyl-β-L-idofuranose

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Technology Process of 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-methyl-β-L-idofuranose

There total 13 articles about 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-methyl-β-L-idofuranose 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:

: C₂₂H₂₇NO₆

: 114244-55-2
3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-methyl-β-L-idofuranose

Guidance literature:: With copper(II) sulfate; In methanol; at 0 ℃; for 18h;
DOI:10.1021/acs.orglett.5b02620

Reference yield:

: C₂₂H₂₅NO₆

: 114244-55-2
3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-methyl-β-L-idofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tetrahydroborate / ethanol / 0.08 h / 0 °C

2: copper(II) sulfate / methanol / 18 h / 0 °C

With sodium tetrahydroborate; copper(II) sulfate; In methanol; ethanol;
DOI:10.1021/acs.orglett.5b02620

Reference yield:

: 20031-21-4
1,2-O-isopropylidene-α-D-xylose

: 114244-55-2
3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-methyl-β-L-idofuranose

Guidance literature:: Multi-step reaction with 7 steps

1: 2-Iodobenzoic acid / acetonitrile / 12 h / 55 °C

2: sodium hexamethyldisilazane / tetrahydrofuran / -25 - 20 °C / Inert atmosphere

3: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 - 20 °C

4: hydrogenchloride / acetone; water / 6 h / 0 °C / Inert atmosphere

5: D-Prolin / N,N-dimethyl-formamide; dimethyl sulfoxide / 6 h / 0 °C

6: sodium tetrahydroborate / ethanol / 0.08 h / 0 °C

7: copper(II) sulfate / methanol / 18 h / 0 °C

With hydrogenchloride; sodium tetrahydroborate; 2-Iodobenzoic acid; sodium hexamethyldisilazane; sodium hydride; copper(II) sulfate; D-Prolin; In tetrahydrofuran; methanol; ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; acetonitrile; 2: |Wittig Olefination;
DOI:10.1021/acs.orglett.5b02620