1-O-benzyl-2,4,7-trideoxy-2,4-di-C-methyl-D-glycero-L-ido-heptitol

Base Information

Chemical Name:1-O-benzyl-2,4,7-trideoxy-2,4-di-C-methyl-D-glycero-L-ido-heptitol
CAS No.:84247-24-5
Molecular Formula:C₁₆H₂₆O₄
Molecular Weight:282.38
Hs Code.:

Synonyms:1-O-benzyl-2,4,7-trideoxy-2,4-di-C-methyl-D-glycero-L-ido-heptitol

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Chemical Property of 1-O-benzyl-2,4,7-trideoxy-2,4-di-C-methyl-D-glycero-L-ido-heptitol

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Technology Process of 1-O-benzyl-2,4,7-trideoxy-2,4-di-C-methyl-D-glycero-L-ido-heptitol

There total 34 articles about 1-O-benzyl-2,4,7-trideoxy-2,4-di-C-methyl-D-glycero-L-ido-heptitol 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: 92.0%

: 84247-22-3
(2S,3R,4S)-1-Benzyloxy-2-methyl-4-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-pentan-3-ol

: 84247-24-5
1-O-benzyl-2,4,7-trideoxy-2,4-di-C-methyl-D-glycero-L-ido-heptitol

Guidance literature:: With Difluoroacetic acid; at 0 ℃; for 0.5h;
DOI:10.1016/0008-6215(82)84027-5

Reference yield: 55.0%

: 98039-08-8
(3R,4R,5R)-5-((S)-2-Benzyloxy-1-methyl-ethyl)-4-methyl-tetrahydro-furan-2,3-diol

: 74-88-4
methyl iodide

: 84247-24-5
1-O-benzyl-2,4,7-trideoxy-2,4-di-C-methyl-D-glycero-L-ido-heptitol

Guidance literature:: With magnesium; In diethyl ether; for 20h; Ambient temperature;
DOI:10.1016/0008-6215(82)84027-5

Reference yield:

: 73683-73-5
methyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-α-D-glucopyranoside

: 84247-24-5
1-O-benzyl-2,4,7-trideoxy-2,4-di-C-methyl-D-glycero-L-ido-heptitol

Guidance literature:: Multi-step reaction with 20 steps

1: 79 percent / DMAP / pyridine / 1.5 h / Ambient temperature

2: 67.3 g / NBS, BaCO₃ / CCl₄ / 23 h / 80 °C

3: LiAlH₄ / tetrahydrofuran / 2 h / 75 °C

4: 22.6 g / conc. H₂SO₄ / 1.5 h / Ambient temperature

5: 11.5 g / NaOH/MeOH / 3 h / Ambient temperature

6: 49 percent / anhydrous FeCl₃ / 5.5 h / Ambient temperature

7: 85 percent / 55percent NaH / tetrahydrofuran / 48 h / Ambient temperature

8: 91 percent / 50percent aq. AcOH / 1 h / Heating

9: 82 percent / Mg / diethyl ether / 20 h / Ambient temperature

10: 95 percent / anhydrous p-TsOH / dimethylformamide / 0.33 h / Ambient temperature

11: 96 percent / DMAP / ethyl acetate / 0.5 h / Ambient temperature

12: 622 mg / H₂ / Pd black / methanol / 0.25 h / Ambient temperature

13: pyridine / 0.33 h / Ambient temperature

14: 4.17M NaOMe/MeOH / CHCl₃ / 0.17 h

15: 22 percent / 1.64 BuLi/hexane / tetrahydrofuran / 72 h / 5 °C

16: 88 percent / DMAP / ethyl acetate / 0.5 h / Ambient temperature

17: 93 percent / HgO, HgCl₂ / acetone; H₂O / 0.33 h / 70 °C

18: 96 percent / LiAlH₄ / tetrahydrofuran / 0.17 h / Ambient temperature

19: 79 percent / NaH / tetrahydrofuran / Ambient temperature

20: 92 percent / 50percent difluoroacetic acid / 0.5 h / 0 °C

With methanol; Difluoroacetic acid; dmap; sodium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; hexane; sulfuric acid; hydrogen; sodium methylate; iron(III) chloride; sodium hydride; toluene-4-sulfonic acid; magnesium; acetic acid; barium carbonate; mercury dichloride; mercury(II) oxide; palladium; In tetrahydrofuran; pyridine; methanol; tetrachloromethane; diethyl ether; chloroform; water; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1016/0008-6215(82)84027-5