p-Tolyl (4-O-benzoyl-2,3-di-O-benzyl-α-L-fucopyranosyl)-(1→ 3)-4-O-benzoyl-2-O-benzyl-1-thio-β-L-fucopyranoside

Base Information

Chemical Name:p-Tolyl (4-O-benzoyl-2,3-di-O-benzyl-α-L-fucopyranosyl)-(1→ 3)-4-O-benzoyl-2-O-benzyl-1-thio-β-L-fucopyranoside
CAS No.:1607433-78-2
Molecular Formula:C₅₄H₅₄O₁₀S
Molecular Weight:895.083
Hs Code.:

Synonyms:p-Tolyl (4-O-benzoyl-2,3-di-O-benzyl-α-L-fucopyranosyl)-(1→ 3)-4-O-benzoyl-2-O-benzyl-1-thio-β-L-fucopyranoside

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Chemical Property of p-Tolyl (4-O-benzoyl-2,3-di-O-benzyl-α-L-fucopyranosyl)-(1→ 3)-4-O-benzoyl-2-O-benzyl-1-thio-β-L-fucopyranoside

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Technology Process of p-Tolyl (4-O-benzoyl-2,3-di-O-benzyl-α-L-fucopyranosyl)-(1→ 3)-4-O-benzoyl-2-O-benzyl-1-thio-β-L-fucopyranoside

There total 9 articles about p-Tolyl (4-O-benzoyl-2,3-di-O-benzyl-α-L-fucopyranosyl)-(1→ 3)-4-O-benzoyl-2-O-benzyl-1-thio-β-L-fucopyranoside 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%

: 1607433-71-5
p-Tolyl 4-O-benzoyl-2-O-benzyl-1-thio-β-L-fucopyranoside

: N-phenyl-O-(4-O-benzoyl-2,3-di-O-benzyl-L-fucopyranosyl)trifluoroacetimidate

: 1607433-78-2
p-Tolyl (4-O-benzoyl-2,3-di-O-benzyl-α-L-fucopyranosyl)-(1→ 3)-4-O-benzoyl-2-O-benzyl-1-thio-β-L-fucopyranoside

Guidance literature:: p-Tolyl 4-O-benzoyl-2-O-benzyl-1-thio-β-L-fucopyranoside; N-phenyl-O-(4-O-benzoyl-2,3-di-O-benzyl-L-fucopyranosyl)trifluoroacetimidate; In dichloromethane; at 20 ℃; for 1h; Molecular sieve; Inert atmosphere;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 - 0 ℃; for 2.5h;
DOI:10.1021/jo500503r

Reference yield: 67.0%

: 1607433-68-0
4-O-Benzoyl-2,3-di-O-benzyl-α-L-fucopyranosyl trichloroacetimidate

: 1607433-71-5
p-Tolyl 4-O-benzoyl-2-O-benzyl-1-thio-β-L-fucopyranoside

: 1607433-78-2
p-Tolyl (4-O-benzoyl-2,3-di-O-benzyl-α-L-fucopyranosyl)-(1→ 3)-4-O-benzoyl-2-O-benzyl-1-thio-β-L-fucopyranoside

: N-(4-O-Benzoyl-2,3-di-O-benzyl-α-L-fucopyranosyl)-trichloroacetamide

Guidance literature:: 4-O-Benzoyl-2,3-di-O-benzyl-α-L-fucopyranosyl trichloroacetimidate; p-Tolyl 4-O-benzoyl-2-O-benzyl-1-thio-β-L-fucopyranoside; In dichloromethane; at 20 ℃; for 1h; Molecular sieve; Inert atmosphere;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 - 0 ℃; for 0.833333h;
DOI:10.1021/jo500503r

Reference yield:

: C₂₁H₂₄O₄S

: 1607433-78-2
p-Tolyl (4-O-benzoyl-2,3-di-O-benzyl-α-L-fucopyranosyl)-(1→ 3)-4-O-benzoyl-2-O-benzyl-1-thio-β-L-fucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

1.2: 12 h / 0 - 20 °C

2.1: hydrogenchloride / water / 1 h

3.1: dichloromethane / 1 h / 20 °C / Molecular sieve; Inert atmosphere

3.2: 0.83 h / -78 - 0 °C

With hydrogenchloride; sodium hydride; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo500503r