diphenyl (4-bromophenyl){5-[(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)thio]-1,3,4-thiadiazol-2-ylamino}methylphosphonate

Base Information

• Chemical Name: diphenyl (4-bromophenyl){5-[(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)thio]-1,3,4-thiadiazol-2-ylamino}methylphosphonate
• CAS No.: 1519010-82-2
• Molecular Formula: C₃₂H₃₁BrN₃O₁₀PS₂
• Molecular Weight: 792.622

Synonyms:diphenyl (4-bromophenyl){5-[(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)thio]-1,3,4-thiadiazol-2-ylamino}methylphosphonate

Chemical Property of diphenyl (4-bromophenyl){5-[(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)thio]-1,3,4-thiadiazol-2-ylamino}methylphosphonate

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Technology Process of diphenyl (4-bromophenyl){5-[(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)thio]-1,3,4-thiadiazol-2-ylamino}methylphosphonate

There total 3 articles about diphenyl (4-bromophenyl){5-[(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)thio]-1,3,4-thiadiazol-2-ylamino}methylphosphonate 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: 78.0%

(3R,4S,5R)-2-hydroxytetrahydro-2H-pyran-3,4,5-triyl triacetate (70135-47-6) + C21H17BrN3O3PS2 (1519010-78-6) → diphenyl (4-bromophenyl){5-[(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)thio]-1,3,4-thiadiazol-2-ylamino}methylphosphonate (1519010-82-2)

Guidance literature:

With potassium hydroxide; In acetone; at 20 ℃;

DOI:10.1080/10426507.2013.797417

Reference yield:

4-bromo-benzaldehyde (1122-91-4) → diphenyl (4-bromophenyl){5-[(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)thio]-1,3,4-thiadiazol-2-ylamino}methylphosphonate (1519010-82-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: perchloric acid / acetonitrile / 0.25 h / Reflux

1.2: 6 h / 20 °C

2.1: potassium hydroxide / acetone / 20 °C

With perchloric acid; potassium hydroxide; In acetone; acetonitrile;

DOI:10.1080/10426507.2013.797417

Reference yield:

triphenyl phosphite (101-02-0) → diphenyl (4-bromophenyl){5-[(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)thio]-1,3,4-thiadiazol-2-ylamino}methylphosphonate (1519010-82-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: perchloric acid / acetonitrile / 0.25 h / Reflux

1.2: 6 h / 20 °C

2.1: potassium hydroxide / acetone / 20 °C

With perchloric acid; potassium hydroxide; In acetone; acetonitrile;

DOI:10.1080/10426507.2013.797417

upstream raw materials:

4-bromo-benzaldehyde

triphenyl phosphite

(3R,4S,5R)-2-hydroxytetrahydro-2H-pyran-3,4,5-triyl triacetate

C₂₁H₁₇BrN₃O₃PS₂

Downstream raw materials:

diphenyl (4-bromophenyl)-{5-[(β-D-xylopyranosyl)thio]-1,3,4-thiadiazol-2-ylamino}methylphosphonate

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