2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-aldehydo-L-glycero-D-manno-heptose

Base Information

Chemical Name:2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-aldehydo-L-glycero-D-manno-heptose
CAS No.:740817-19-0
Molecular Formula:C₂₈H₃₀O₅
Molecular Weight:446.543
Hs Code.:

Synonyms:2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-aldehydo-L-glycero-D-manno-heptose

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Chemical Property of 2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-aldehydo-L-glycero-D-manno-heptose

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Technology Process of 2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-aldehydo-L-glycero-D-manno-heptose

There total 4 articles about 2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-aldehydo-L-glycero-D-manno-heptose 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:

: 740816-91-5
2-(2,3,4-tri-O-benzyl-β-L-fucopyranosyl)thiazole

: 740817-19-0
2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-aldehydo-L-glycero-D-manno-heptose

Guidance literature:: 2-(2,3,4-tri-O-benzyl-β-L-fucopyranosyl)thiazole; With methyl trifluoromethanesulfonate; In acetonitrile; at 20 ℃; for 0.25h;

With sodium tetrahydroborate; In methanol; at 20 ℃; for 0.166667h;

With water; silver nitrate; In acetonitrile; at 20 ℃; for 0.166667h;
DOI:10.1021/jo049406a

Reference yield:

: 144668-21-3
(3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-one

: 740817-19-0
2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-aldehydo-L-glycero-D-manno-heptose

Guidance literature:: Multi-step reaction with 4 steps

1.1: nBuLi / diethyl ether; hexane / 1 h / -78 - -75 °C

1.2: 93 percent / diethyl ether; hexane / 1.5 h / -75 - -65 °C

2.1: 93 percent / triethylamine / CH₂Cl₂ / 42 h / 20 °C

3.1: 95 percent / triethylsilane; trimethylsilyl triflate / CH₂Cl₂ / 1 h / 20 °C

4.1: methyl triflate / acetonitrile / 0.25 h / 20 °C

4.2: NaBH₄ / methanol / 0.17 h / 20 °C

4.3: AgNO₃; H₂O / acetonitrile / 0.17 h / 20 °C

With triethylsilane; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; triethylamine; methyl trifluoromethanesulfonate; In diethyl ether; hexane; dichloromethane; acetonitrile;
DOI:10.1021/jo049406a

Reference yield:

: 740817-18-9
1-O-acetyl-2,3,4-tri-O-benzyl-1-C-(2-thiazolyl)-α-L-fucopyranose

: 740817-19-0
2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-aldehydo-L-glycero-D-manno-heptose

Guidance literature:: Multi-step reaction with 2 steps

1.1: 95 percent / triethylsilane; trimethylsilyl triflate / CH₂Cl₂ / 1 h / 20 °C

2.1: methyl triflate / acetonitrile / 0.25 h / 20 °C

2.2: NaBH₄ / methanol / 0.17 h / 20 °C

2.3: AgNO₃; H₂O / acetonitrile / 0.17 h / 20 °C

With triethylsilane; trimethylsilyl trifluoromethanesulfonate; methyl trifluoromethanesulfonate; In dichloromethane; acetonitrile;
DOI:10.1021/jo049406a