2-azidoethyl 2,3-di-O-tert-butyldimethylsilyl-5-O-benzoyl-α-D-arabinofuranoside

Base Information

• Chemical Name: 2-azidoethyl 2,3-di-O-tert-butyldimethylsilyl-5-O-benzoyl-α-D-arabinofuranoside
• CAS No.: 330983-79-4
• Molecular Formula: C₂₆H₄₅N₃O₆Si₂
• Molecular Weight: 551.831

Synonyms:2-azidoethyl 2,3-di-O-tert-butyldimethylsilyl-5-O-benzoyl-α-D-arabinofuranoside

Chemical Property of 2-azidoethyl 2,3-di-O-tert-butyldimethylsilyl-5-O-benzoyl-α-D-arabinofuranoside

Chemical Property:

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Technology Process of 2-azidoethyl 2,3-di-O-tert-butyldimethylsilyl-5-O-benzoyl-α-D-arabinofuranoside

There total 6 articles about 2-azidoethyl 2,3-di-O-tert-butyldimethylsilyl-5-O-benzoyl-α-D-arabinofuranoside 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: 81.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 2-azidoethyl 5-O-benzoyl-α-D-arabinofuranoside (330983-78-3) → 2-azidoethyl 2,3-di-O-tert-butyldimethylsilyl-5-O-benzoyl-α-D-arabinofuranoside (330983-79-4)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 87 ℃; for 48h;

DOI:10.1016/S0040-4039(00)02161-4

Reference yield:

benzoyl chloride (98-88-4) → 2-azidoethyl 2,3-di-O-tert-butyldimethylsilyl-5-O-benzoyl-α-D-arabinofuranoside (330983-79-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / pyridine / -78 - 20 °C

2: 81 percent / imidazole / dimethylformamide / 48 h / 87 °C

With pyridine; 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)02161-4

Reference yield:

2-ethylazido-α-D-arabinofuranoside (330983-77-2) → 2-azidoethyl 2,3-di-O-tert-butyldimethylsilyl-5-O-benzoyl-α-D-arabinofuranoside (330983-79-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / pyridine / -78 - 20 °C

2: 81 percent / imidazole / dimethylformamide / 48 h / 87 °C

With pyridine; 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)02161-4

upstream raw materials:

tert-butyldimethylsilyl chloride

2-azidoethyl 5-O-benzoyl-α-D-arabinofuranoside

benzoyl chloride

2-ethylazido-α-D-arabinofuranoside

Downstream raw materials:

2-[5-(dimethylamino)naphthalene-1-sulfonamido]ethyl 5-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-2,3-di-O-tert-butyldimethylsilyl-α-D-arabinofuranoside

2-azidoethyl 5-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-2,3-di-O-tert-butyldimethylsilyl-α-D-arabinofuranoside

2-aminoethyl 5-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-2,3-di-O-tert-butyldimethylsilyl-α-D-arabinofuranoside

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