3-O-Acetyl-5-O-(imidazol-1-ylthiocarbonyl)-1,2-O-isopropylidene-5-C--α-D-xylofuranose

Base Information

• Chemical Name: 3-O-Acetyl-5-O-(imidazol-1-ylthiocarbonyl)-1,2-O-isopropylidene-5-C--α-D-xylofuranose
• CAS No.: 100924-45-6
• Molecular Formula: C₂₁H₂₅N₂O₈PS
• Molecular Weight: 496.478

Synonyms:3-O-Acetyl-5-O-(imidazol-1-ylthiocarbonyl)-1,2-O-isopropylidene-5-C--α-D-xylofuranose

Chemical Property of 3-O-Acetyl-5-O-(imidazol-1-ylthiocarbonyl)-1,2-O-isopropylidene-5-C--α-D-xylofuranose

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of 3-O-Acetyl-5-O-(imidazol-1-ylthiocarbonyl)-1,2-O-isopropylidene-5-C--α-D-xylofuranose

There total 3 articles about 3-O-Acetyl-5-O-(imidazol-1-ylthiocarbonyl)-1,2-O-isopropylidene-5-C--α-D-xylofuranose 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: 70.0%

3-O-Acetyl-1,2-O-isopropylidene-5-C--α-D-xylopyranose (100924-44-5) + 1,1'-Thiocarbonyldiimidazole (6160-65-2) → 3-O-Acetyl-5-O-(imidazol-1-ylthiocarbonyl)-1,2-O-isopropylidene-5-C--α-D-xylofuranose (100924-45-6)

Guidance literature:

In 1,2-dichloro-ethane;

DOI:10.1016/S0008-6215(00)90466-X

Reference yield:

methyl phenylphosphinate (7162-15-4,111469-75-1,121467-78-5) → 3-O-Acetyl-5-O-(imidazol-1-ylthiocarbonyl)-1,2-O-isopropylidene-5-C--α-D-xylofuranose (100924-45-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / Triethylamine

2: 70 percent / 1,2-dichloro-ethane

With triethylamine; In 1,2-dichloro-ethane;

DOI:10.1016/S0008-6215(00)90466-X

Reference yield:

3-O-acetyl-1,2-O-isopropylidene-α-D-xylo-pentodialdo-1,4-furanose (24807-97-4) → 3-O-Acetyl-5-O-(imidazol-1-ylthiocarbonyl)-1,2-O-isopropylidene-5-C--α-D-xylofuranose (100924-45-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / Triethylamine

2: 70 percent / 1,2-dichloro-ethane

With triethylamine; In 1,2-dichloro-ethane;

DOI:10.1016/S0008-6215(00)90466-X

upstream raw materials:

3-O-Acetyl-1,2-O-isopropylidene-5-C--α-D-xylopyranose

1,1'-Thiocarbonyldiimidazole

methyl phenylphosphinate

3-O-acetyl-1,2-O-isopropylidene-α-D-xylo-pentodialdo-1,4-furanose

Downstream raw materials:

5-Deoxy-1,2-O-isopropylidene-5-C-(phenylphosphinyl)-α-D-xylofuranose

(3R,4S,5S)-1-Oxo-1-phenyl-1λ⁵-phosphinane-2,3,4,5-tetraol

5-C-<(R)-Phenylphosphinyl>-α-D-xylopyranose

5-C-<(R)-Phenylphosphinyl>-β-D-xylopyranose

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