4,8-anhydro-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-2-C-methyl-D-erythro-L-galacto-nonose

Base Information

Chemical Name:4,8-anhydro-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-2-C-methyl-D-erythro-L-galacto-nonose
CAS No.:136737-95-6
Molecular Formula:C₃₈H₄₂O₆
Molecular Weight:594.748
Hs Code.:

Synonyms:4,8-anhydro-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-2-C-methyl-D-erythro-L-galacto-nonose

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Chemical Property of 4,8-anhydro-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-2-C-methyl-D-erythro-L-galacto-nonose

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Technology Process of 4,8-anhydro-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-2-C-methyl-D-erythro-L-galacto-nonose

There total 5 articles about 4,8-anhydro-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-2-C-methyl-D-erythro-L-galacto-nonose 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%

: 136737-94-5
4,8-anhydro-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-2-C-methyl-D-erythro-L-galacto-nonitol

: 136737-95-6
4,8-anhydro-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-2-C-methyl-D-erythro-L-galacto-nonose

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.25h;
DOI:10.1016/0008-6215(92)84174-Q

Reference yield:

: 201230-82-2
carbon monoxide

: 81972-19-2
1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-yl)-2-propene

: (R)-2-Methyl-3-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propionaldehyde

: 238736-38-4
4-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)butanal

: 136737-95-6
4,8-anhydro-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-2-C-methyl-D-erythro-L-galacto-nonose

Guidance literature:: With hydrogen; dodecacarbonyltetrarhodium⁽⁰⁾; In toluene; at 0 ℃; for 24h; under 76000 Torr;
DOI:10.1016/j.tetasy.2005.09.030

Reference yield:

: 133697-34-4,97321-70-5
2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-D-gluco-hept-1-enitol

: 136737-95-6
4,8-anhydro-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-2-C-methyl-D-erythro-L-galacto-nonose

Guidance literature:: Multi-step reaction with 4 steps

1: 1) N-iodosuccinimide / 1) CH₂Cl₂, -78 deg C, 1 h, 2) -78 deg C, 20 min

2: 77 percent / Bu₃SnH, AIBN / benzene / 1 h / 85 °C

3: 60 percent / Et₃SiH, BF₃*Et₂O, TFA / 0.5 h / Ambient temperature

4: 90 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.25 h / -78 °C

With triethylsilane; N-iodo-succinimide; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; dimethyl sulfoxide; trifluoroacetic acid; In dichloromethane; benzene;
DOI:10.1016/0008-6215(92)84174-Q