3,5,7-tri-O-benzyl-1,4,6-trideoxy-4,6-di-C-methyl-L-glycero-D-ido-heptitol/D-gulo epimer

Base Information

Chemical Name:3,5,7-tri-O-benzyl-1,4,6-trideoxy-4,6-di-C-methyl-L-glycero-D-ido-heptitol/D-gulo epimer
CAS No.:84247-28-9
Molecular Formula:C₃₀H₃₈O₄
Molecular Weight:462.629
Hs Code.:

Synonyms:

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Chemical Property of 3,5,7-tri-O-benzyl-1,4,6-trideoxy-4,6-di-C-methyl-L-glycero-D-ido-heptitol/D-gulo epimer

Chemical Property:

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Technology Process of 3,5,7-tri-O-benzyl-1,4,6-trideoxy-4,6-di-C-methyl-L-glycero-D-ido-heptitol/D-gulo epimer

There total 26 articles about 3,5,7-tri-O-benzyl-1,4,6-trideoxy-4,6-di-C-methyl-L-glycero-D-ido-heptitol/D-gulo epimer 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: 90.0%

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

: 74-88-4
methyl iodide

: 84247-28-9,84247-31-4
3,5,7-tri-O-benzyl-1,4,6-trideoxy-4,6-di-C-methyl-L-glycero-D-ido-heptitol/D-gulo epimer

Guidance literature:: With magnesium; In diethyl ether; for 1h; Ambient temperature;
DOI:10.1016/0008-6215(82)84027-5

Reference yield:

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

: 84247-28-9,84247-31-4
3,5,7-tri-O-benzyl-1,4,6-trideoxy-4,6-di-C-methyl-L-glycero-D-ido-heptitol/D-gulo epimer

Guidance literature:: Multi-step reaction with 12 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

12: 90 percent / Mg / diethyl ether / 1 h / Ambient temperature

With dmap; sodium hydroxide; jones reagent; dimethyl sulfoxide; deprotonated form; boron trifluoride diethyl etherate; hydrogen; iron(III) chloride; sodium hydride; magnesium; 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

: 84247-28-9,84247-31-4
3,5,7-tri-O-benzyl-1,4,6-trideoxy-4,6-di-C-methyl-L-glycero-D-ido-heptitol/D-gulo epimer

Guidance literature:: Multi-step reaction with 10 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

10: 90 percent / Mg / diethyl ether / 1 h / Ambient temperature

With dmap; sodium hydroxide; jones reagent; dimethyl sulfoxide; deprotonated form; boron trifluoride diethyl etherate; hydrogen; sodium hydride; magnesium; 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