2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-1-C-phenyl-aldehydo-L-glycero-D-manno-heptose

Base Information

Chemical Name:2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-1-C-phenyl-aldehydo-L-glycero-D-manno-heptose
CAS No.:740817-09-8
Molecular Formula:C₃₄H₃₄O₅
Molecular Weight:522.641
Hs Code.:

Synonyms:2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-1-C-phenyl-aldehydo-L-glycero-D-manno-heptose

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Chemical Property of 2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-1-C-phenyl-aldehydo-L-glycero-D-manno-heptose

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Technology Process of 2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-1-C-phenyl-aldehydo-L-glycero-D-manno-heptose

There total 12 articles about 2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-1-C-phenyl-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:

: Phenyl-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-methanol

: 740817-09-8
2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-1-C-phenyl-aldehydo-L-glycero-D-manno-heptose

Guidance literature:: With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jo049406a

Reference yield:

: 869500-96-9
3-Methyl-2-phenyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-2,3-dihydro-benzothiazole

: 740817-09-8
2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-1-C-phenyl-aldehydo-L-glycero-D-manno-heptose

Guidance literature:: With water; mercury dichloride; In dichloromethane; acetonitrile; at 20 ℃; for 0.25h;
DOI:10.1021/jo051377w

Reference yield:

: 162118-38-9
(3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-ol

: 740817-09-8
2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-1-C-phenyl-aldehydo-L-glycero-D-manno-heptose

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridinium chlorochromate

2.1: n-butyllithium / diethyl ether; hexane / 0.75 h / -70 °C

2.2: diethyl ether; hexane / 2.25 h / -70 - -50 °C

3.1: 1.02 g / triethylamine / CH₂Cl₂ / 48 h / 20 °C

4.1: 88 percent / trimethylsilyl trifluoromethanesulfonate; triethylsilane / CH₂Cl₂ / 1 h / 20 °C

5.1: 150 mg / acetonitrile / 0.25 h / 20 °C

6.1: diethyl ether; tetrahydrofuran / 2 h / -10 °C

7.1: 71 mg / H₂O; HgCl₂ / acetonitrile; CH₂Cl₂ / 0.25 h / 20 °C

With triethylsilane; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; water; triethylamine; pyridinium chlorochromate; mercury dichloride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetonitrile;
DOI:10.1021/jo051377w