methyl 4,6-O-benzylidene-3-deoxy-2-O-p-toluenesulfonyl-β-D-arabino-hexopyranoside

Base Information

Chemical Name:methyl 4,6-O-benzylidene-3-deoxy-2-O-p-toluenesulfonyl-β-D-arabino-hexopyranoside
CAS No.:326495-49-2
Molecular Formula:C₂₁H₂₄O₇S
Molecular Weight:420.483
Hs Code.:

Synonyms:methyl 4,6-O-benzylidene-3-deoxy-2-O-p-toluenesulfonyl-β-D-arabino-hexopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 4,6-O-benzylidene-3-deoxy-2-O-p-toluenesulfonyl-β-D-arabino-hexopyranoside

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Technology Process of methyl 4,6-O-benzylidene-3-deoxy-2-O-p-toluenesulfonyl-β-D-arabino-hexopyranoside

There total 1 articles about methyl 4,6-O-benzylidene-3-deoxy-2-O-p-toluenesulfonyl-β-D-arabino-hexopyranoside 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: 58.0%

: 98-59-9
p-toluenesulfonyl chloride

: 138663-47-5
methyl 4,6-O-benzylidene-3-deoxy-β-D-arabino-hexopyranoside

: 326495-49-2
methyl 4,6-O-benzylidene-3-deoxy-2-O-p-toluenesulfonyl-β-D-arabino-hexopyranoside

Guidance literature:: With pyridine; dmap; In dichloromethane; Heating;
DOI:10.1016/j.carres.2004.02.026

Reference yield: 84.0%

: 326495-49-2
methyl 4,6-O-benzylidene-3-deoxy-2-O-p-toluenesulfonyl-β-D-arabino-hexopyranoside

: 326495-50-5
methyl 2-azido-4,6-O-benzylidene-2,3-dideoxy-β-D-ribo-hexopyranoside

Guidance literature:: With sodium azide; 18-crown-6 ether; In N,N-dimethyl-formamide; at 100 ℃;
DOI:10.1016/j.carres.2004.02.026

Reference yield:

: 326495-49-2
methyl 4,6-O-benzylidene-3-deoxy-2-O-p-toluenesulfonyl-β-D-arabino-hexopyranoside

: 1D-6-O-(2-azido-4,6-di-O-benzyl-2,3-dideoxy-α-D-ribo-hexopyranosyl)-2,3,4,5-tetra-O-benzyl-myo-inositol

Guidance literature:: Multi-step reaction with 7 steps

1: 84 percent / NaN₃; 18-crown-6 / dimethylformamide / 100 °C

2: 100 percent / acetic acid; H₂O / 0.5 h / 80 °C

3: 65 percent / NaH / dimethylformamide / 20 °C

4: 31 percent / HCl / acetic acid; H₂O / 20 h / 95 °C

5: 77 percent / DAST / 1,2-dichloro-ethane / -30 - 20 °C

6: 1,1,3,3-tetramethylurea; AgClO₄ / Cp₂ZrCl₂ / dioxane; toluene / 22 h

7: 65 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

With hydrogenchloride; sodium azide; 18-crown-6 ether; silver perchlorate; sodium hydride; 4,4'-diaminostilbene-2,2'-disulfonic acid; trifluoroacetic acid; tetramethylurea; zirconocene dichloride; In 1,4-dioxane; dichloromethane; water; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.carres.2004.02.026