5-O-acetyl-6-chloro-6-deoxy-1,2-O-isopropylidene-3-O-(p-tolylsulfonyl)-α-D-glucofuranose

Base Information

• Chemical Name: 5-O-acetyl-6-chloro-6-deoxy-1,2-O-isopropylidene-3-O-(p-tolylsulfonyl)-α-D-glucofuranose
• CAS No.: 28251-89-0
• Molecular Formula: C₁₈H₂₃ClO₈S
• Molecular Weight: 434.895

Synonyms:5-O-acetyl-6-chloro-6-deoxy-1,2-O-isopropylidene-3-O-(p-tolylsulfonyl)-α-D-glucofuranose

Chemical Property of 5-O-acetyl-6-chloro-6-deoxy-1,2-O-isopropylidene-3-O-(p-tolylsulfonyl)-α-D-glucofuranose

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Technology Process of 5-O-acetyl-6-chloro-6-deoxy-1,2-O-isopropylidene-3-O-(p-tolylsulfonyl)-α-D-glucofuranose

There total 2 articles about 5-O-acetyl-6-chloro-6-deoxy-1,2-O-isopropylidene-3-O-(p-tolylsulfonyl)-α-D-glucofuranose 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:

→ 5-O-acetyl-6-chloro-6-deoxy-1,2-O-isopropylidene-3-O-(p-tolylsulfonyl)-α-D-glucofuranose (28251-89-0)

Guidance literature:

1,2-O-Isopropyliden-3-O-tosyl-α-D-glucose 1) p-Toluolsulfonylchlorid, Pyridin; 2) Ac2O, Pyridin;

DOI:10.1039/j39700000712

Reference yield:

→ Acetic acid 2-chloro-1-[(3aR,5R,6S,6aR)-2,2-dimethyl-6-(toluene-4-sulfonyloxy)-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethyl ester (28251-89-0)

Guidance literature:

6-OH-Gruppe (3), /BRN= 880372/;

DOI:10.1016/S0008-6215(00)82198-9

Reference yield: 66.0%

5-O-acetyl-6-chloro-6-deoxy-1,2-O-isopropylidene-3-O-(p-tolylsulfonyl)-α-D-glucofuranose (28251-89-0) → Acetic acid (R)-2-azido-1-((3aR,5S,6R,6aR)-6-azido-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl ester + 5-O-acetyl-6-azido-6-deoxy-1,2-O-isopropylidene-3-O-(p-tolylsulfonyl)-α-D-glucofuranose (82222-88-6)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 100 ℃; for 35h;

DOI:10.1007/BF00503567

Downstream raw materials:

5-O-acetyl-6-azido-6-deoxy-1,2-O-isopropylidene-3-O-(p-tolylsulfonyl)-α-D-glucofuranose

1,2,5-tri-O-acetyl-3-O-(p-tolylsulfonyl)-6-chloro-6-deoxy-α-D-glucofuranose

5-O-acetyl-6-acetamido-1,2-O-isopropylidene-3-O-(p-tolylsulfonyl)-α-D-glucofuranose

1-<2,5-di-O-acetyl-3-O-(p-tolylsulfonyl)-6-chloro-6-deoxy-β-D-glucofuranosyl>thymine

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