2,4,6-tri-O-benzyl-3,5-dideoxy-3,5-di-C-methyl-L-idose

Base Information

Chemical Name:2,4,6-tri-O-benzyl-3,5-dideoxy-3,5-di-C-methyl-L-idose
CAS No.:84247-27-8
Molecular Formula:C₂₉H₃₄O₄
Molecular Weight:446.587
Hs Code.:

Synonyms:2,4,6-tri-O-benzyl-3,5-dideoxy-3,5-di-C-methyl-L-idose

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Chemical Property of 2,4,6-tri-O-benzyl-3,5-dideoxy-3,5-di-C-methyl-L-idose

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Technology Process of 2,4,6-tri-O-benzyl-3,5-dideoxy-3,5-di-C-methyl-L-idose

There total 25 articles about 2,4,6-tri-O-benzyl-3,5-dideoxy-3,5-di-C-methyl-L-idose 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: 88.0%

: 84247-26-7
2,4,6-tri-O-benzyl-3,5-dideoxy-3,5-di-C-methyl-L-idose diethyl dithioacetal

: 84247-27-8
2,4,6-tri-O-benzyl-3,5-dideoxy-3,5-di-C-methyl-L-idose

Guidance literature:: With mercury dichloride; mercury(II) oxide; In water; acetone; for 0.75h; Ambient temperature;
DOI:10.1016/0008-6215(82)84027-5

Reference yield:

: 3-deoxy-3-C-methyl-D-glucopyranose

: 84247-27-8
2,4,6-tri-O-benzyl-3,5-dideoxy-3,5-di-C-methyl-L-idose

Guidance literature:: Multi-step reaction with 11 steps

1: 24.1 g / anhydrous FeCl₃ / 2.5 h / Ambient temperature

2: 90percent aq. AcOH / 1.5 h / 60 °C

3: 85 percent / DMAP / pyridine / 0.42 h / 0 °C

4: 86 percent / Jones reagent / acetone / 1.5 h / Ambient temperature

5: 52 percent / 4M methylsulfinylmethanide anion/Me₂SO / diethyl ether / 0.25 h / Ambient temperature

6: 95 percent / 1M aq. NaOH / methanol / 0.25 h

7: 60 percent / 70percent aq. TFA / 2 h / Ambient temperature

8: 80 percent / H₂ / (Ph₃P)3RhCl / benzene / 3 h / Ambient temperature

9: 95 percent / BF₃*Et₂O / 1 h / Ambient temperature

10: 74 percent / NaH / dimethylformamide / 18 h / Ambient temperature

11: 88 percent / HgO, HgCl₂ / acetone; H₂O / 0.75 h / Ambient temperature

With dmap; sodium hydroxide; jones reagent; dimethyl sulfoxide; deprotonated form; boron trifluoride diethyl etherate; hydrogen; iron(III) chloride; sodium hydride; acetic acid; dimethyl sulfoxide; trifluoroacetic acid; mercury dichloride; mercury(II) oxide; Wilkinson's catalyst; In pyridine; methanol; diethyl ether; water; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1016/0008-6215(82)84027-5

Reference yield:

: 81114-49-0
3-deoxy-1,2-O-isopropylidene-3-C-methyl-α-D-glucofuranose

: 84247-27-8
2,4,6-tri-O-benzyl-3,5-dideoxy-3,5-di-C-methyl-L-idose

Guidance literature:: Multi-step reaction with 9 steps

1: 85 percent / DMAP / pyridine / 0.42 h / 0 °C

2: 86 percent / Jones reagent / acetone / 1.5 h / Ambient temperature

3: 52 percent / 4M methylsulfinylmethanide anion/Me₂SO / diethyl ether / 0.25 h / Ambient temperature

4: 95 percent / 1M aq. NaOH / methanol / 0.25 h

5: 60 percent / 70percent aq. TFA / 2 h / Ambient temperature

6: 80 percent / H₂ / (Ph₃P)3RhCl / benzene / 3 h / Ambient temperature

7: 95 percent / BF₃*Et₂O / 1 h / Ambient temperature

8: 74 percent / NaH / dimethylformamide / 18 h / Ambient temperature

9: 88 percent / HgO, HgCl₂ / acetone; H₂O / 0.75 h / Ambient temperature

With dmap; sodium hydroxide; jones reagent; dimethyl sulfoxide; deprotonated form; boron trifluoride diethyl etherate; hydrogen; sodium hydride; dimethyl sulfoxide; trifluoroacetic acid; mercury dichloride; mercury(II) oxide; Wilkinson's catalyst; In pyridine; methanol; diethyl ether; water; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1016/0008-6215(82)84027-5