benzyl (2,3,4-tri-O-benzoyl-6-deoxy-L-manno-hexopyranosyl)thioimidate hydrochloride

Base Information

• Chemical Name: benzyl (2,3,4-tri-O-benzoyl-6-deoxy-L-manno-hexopyranosyl)thioimidate hydrochloride
• CAS No.: 78810-53-4
• Molecular Formula: C₃₅H₃₁NO₇S*ClH
• Molecular Weight: 646.161

Synonyms:benzyl (2,3,4-tri-O-benzoyl-6-deoxy-L-manno-hexopyranosyl)thioimidate hydrochloride

Chemical Property of benzyl (2,3,4-tri-O-benzoyl-6-deoxy-L-manno-hexopyranosyl)thioimidate hydrochloride

Chemical Property:

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Technology Process of benzyl (2,3,4-tri-O-benzoyl-6-deoxy-L-manno-hexopyranosyl)thioimidate hydrochloride

There total 4 articles about benzyl (2,3,4-tri-O-benzoyl-6-deoxy-L-manno-hexopyranosyl)thioimidate hydrochloride 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: 83.0%

2,3,4-tri-O-benzoyl-1-cyano-6-deoxy-α-L-manno-hexopyranose (77451-22-0) + phenylmethanethiol (100-53-8) → benzyl (2,3,4-tri-O-benzoyl-6-deoxy-L-manno-hexopyranosyl)thioimidate hydrochloride (78810-53-4)

Guidance literature:

With hydrogenchloride; In diethyl ether; at 4 ℃;

DOI:10.1021/jm00143a006

Reference yield: 82.0%

2,3,4-tri-O-benzoyl-1-cyano-6-deoxy-β-L-manno-hexopyranose (77451-23-1) + phenylmethanethiol (100-53-8) → benzyl (2,3,4-tri-O-benzoyl-6-deoxy-L-manno-hexopyranosyl)thioimidate hydrochloride (78810-53-4)

Guidance literature:

With hydrogenchloride; In diethyl ether; at 4 ℃;

DOI:10.1021/jm00143a006

Reference yield:

1,2,3,4-tetra-O-benzoyl-α/β-L-rhamnopyranose (61198-83-2,73891-00-6,73891-01-7,113567-33-2,113567-34-3,122089-70-7,135266-93-2,135266-94-3,140223-15-0,141115-69-7,148152-57-2,71155-57-2) → benzyl (2,3,4-tri-O-benzoyl-6-deoxy-L-manno-hexopyranosyl)thioimidate hydrochloride (78810-53-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / hydrobromic acid / acetic acid / 4 °C

2: 14 percent / nitromethane / 72 h

3: 82 percent / hydrochloric acid / diethyl ether / 4 °C

With hydrogenchloride; hydrogen bromide; In diethyl ether; nitromethane; acetic acid;

DOI:10.1021/jm00143a006

upstream raw materials:

2,3,4-tri-O-benzoyl-1-cyano-6-deoxy-β-L-manno-hexopyranose

phenylmethanethiol

2,3,4-tri-O-benzoyl-1-cyano-6-deoxy-α-L-manno-hexopyranose

1,2,3,4-tetra-O-benzoyl-α/β-L-rhamnopyranose

Downstream raw materials:

2-(2',3',4'-tri-O-benzoyl-6'-deoxy-α-L-manno-hexopyranosyl)-6-nitro<1,2,4>triazolo<1,5-a>pyridine

2-(3',4'-di-O-benzoyl-2',6'-dideoxy-L-arabino-hex-1'-enopyranosyl)-8-nitro<1,2,4>triazolo<1,5-a>pyridine

2-(2',3',4'-tri-O-benzoyl-6'-deoxy-α-L-manno-hexopyranosyl)-8-nitro<1,2,4>triazolo<1,5-a>pyridine

2-(3',4'-di-O-benzoyl-2',6'-dideoxy-L-arabino-hex-1'-enopyranosyl)-8-amino<1,2,4>triazolo<1,5-a>pyridine

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