2-chloro-4-nitrophenyl 3,4-di-O-tert-butyldimethylsilyl-α-L-fucopyranoside

Base Information

• Chemical Name: 2-chloro-4-nitrophenyl 3,4-di-O-tert-butyldimethylsilyl-α-L-fucopyranoside
• CAS No.: 606934-69-4
• Molecular Formula: C₂₄H₄₂ClNO₇Si₂
• Molecular Weight: 548.224

Synonyms:2-chloro-4-nitrophenyl 3,4-di-O-tert-butyldimethylsilyl-α-L-fucopyranoside

Chemical Property of 2-chloro-4-nitrophenyl 3,4-di-O-tert-butyldimethylsilyl-α-L-fucopyranoside

Chemical Property:

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Technology Process of 2-chloro-4-nitrophenyl 3,4-di-O-tert-butyldimethylsilyl-α-L-fucopyranoside

There total 1 articles about 2-chloro-4-nitrophenyl 3,4-di-O-tert-butyldimethylsilyl-α-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: 61.0%

N-iodo-succinimide (516-12-1) + 2-chloro-4-nitrophenol (619-08-9) + ethyl 3,4-di-O-tert-butyldimethylsilyl-1-thio-β-L-fucopyranoside (606934-66-1) → N-(3,4-di-O-tert-butyldimethylsilyl-β-L-fucopyranosyl)succinimide + 2-chloro-4-nitrophenyl 3,4-di-O-tert-butyldimethylsilyl-α-L-fucopyranoside (606934-69-4) + 2-chloro-4-nitrophenyl 3,4-di-O-tert-butyldimethylsilyl-β-L-fucopyranoside

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -42 ℃; for 0.5h;

DOI:10.1016/S0008-6215(03)00244-1

Reference yield: 73.0%

2-chloro-4-nitrophenyl 3,4-di-O-tert-butyldimethylsilyl-α-L-fucopyranoside (606934-69-4) → 2-chloro-4-nitrophenyl β-L-fucopyranoside (157843-41-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/S0008-6215(03)00244-1

Reference yield: 68.0%

2-chloro-4-nitrophenyl 3,4-di-O-tert-butyldimethylsilyl-α-L-fucopyranoside (606934-69-4) → 2-chloro-4-nitrophenyl α-L-fucopyranoside (157843-41-9)

Guidance literature:

With pyridine hydrogenfluoride; In pyridine; acetonitrile; at 0 ℃; for 20h;

DOI:10.1016/S0008-6215(03)00244-1

upstream raw materials:

N-iodo-succinimide

2-chloro-4-nitrophenol

ethyl 3,4-di-O-tert-butyldimethylsilyl-1-thio-β-L-fucopyranoside

Downstream raw materials:

2-chloro-4-nitrophenyl β-L-fucopyranoside

2-chloro-4-nitrophenyl α-L-fucopyranoside

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