2'-O-(t-butyldimethylsilyl)-2-debenzoyl-2-m-N₃-benzoyl-10-deacetylcephalomannine

Base Information

• Chemical Name: 2'-O-(t-butyldimethylsilyl)-2-debenzoyl-2-m-N₃-benzoyl-10-deacetylcephalomannine
• CAS No.: 1329497-59-7
• Molecular Formula: C₄₉H₆₄N₄O₁₃Si
• Molecular Weight: 945.152
• Mol file: 1329497-59-7.mol

Synonyms:2'-O-(t-butyldimethylsilyl)-2-debenzoyl-2-m-N₃-benzoyl-10-deacetylcephalomannine

Chemical Property of 2'-O-(t-butyldimethylsilyl)-2-debenzoyl-2-m-N₃-benzoyl-10-deacetylcephalomannine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-O-(t-butyldimethylsilyl)-2-debenzoyl-2-m-N₃-benzoyl-10-deacetylcephalomannine

There total 8 articles about 2'-O-(t-butyldimethylsilyl)-2-debenzoyl-2-m-N₃-benzoyl-10-deacetylcephalomannine 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: 89.1%

2'-O-(t-butyldimethylsilyl)-2-debenzoyl-2-m-N3-benzoylcephalomannine (1329497-56-4) → 2'-O-(t-butyldimethylsilyl)-2-debenzoyl-2-m-N3-benzoyl-10-deacetylcephalomannine (1329497-59-7)

Guidance literature:

With hydrazine hydrate; In ethanol; water; at -20 - 0 ℃; for 10h;

DOI:10.1016/j.bmcl.2011.06.034

Reference yield:

2'-O-(t-butyldimethylsilyl)-2-debenzoyl-7-O-(triethylsilyl)cephalomannine (1127890-28-1) → 2'-O-(t-butyldimethylsilyl)-2-debenzoyl-2-m-N3-benzoyl-10-deacetylcephalomannine (1329497-59-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide / toluene / 13 h / 65 °C / Inert atmosphere

2: pyridine; hydrogen fluoride / water; acetonitrile / 20 °C

3: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 40 °C / Inert atmosphere

4: hydrazine hydrate / ethanol; water / 10 h / -20 - 0 °C

With pyridine; 1H-imidazole; hydrogen fluoride; 4-pyrrolidin-1-ylpyridine; hydrazine hydrate; dicyclohexyl-carbodiimide; In ethanol; water; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1016/j.bmcl.2011.06.034

Reference yield:

C51H67NO14Si (944454-50-6) → 2'-O-(t-butyldimethylsilyl)-2-debenzoyl-2-m-N3-benzoyl-10-deacetylcephalomannine (1329497-59-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

2: N-benzyl-trimethylammonium hydroxide / methanol; dichloromethane / -65 - -10 °C / Inert atmosphere

3: 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide / toluene / 13 h / 65 °C / Inert atmosphere

4: pyridine; hydrogen fluoride / water; acetonitrile / 20 °C

5: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 40 °C / Inert atmosphere

6: hydrazine hydrate / ethanol; water / 10 h / -20 - 0 °C

With pyridine; 1H-imidazole; hydrogen fluoride; N-benzyl-trimethylammonium hydroxide; 4-pyrrolidin-1-ylpyridine; hydrazine hydrate; dicyclohexyl-carbodiimide; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1016/j.bmcl.2011.06.034

upstream raw materials:

C₅₁H₆₇NO₁₄Si

2'-O-(t-butyldimethylsilyl)-7-O-(triethylsilyl)cephalomannine

2'-O-(t-butyldimethylsilyl)-2-debenzoyl-7-O-(triethylsilyl)cephalomannine

2'-O-(t-butyldimethylsilyl)-2-debenzoyl-2-m-N₃-benzoyl-7-O-(triethylsilyl)cephalomannine

Downstream raw materials:

C₅₂H₆₇ClN₄O₁₄Si

C₅₆H₇₆N₄O₁₄Si₂

C₅₉H₈₃N₅O₁₆Si₂

C₅₅H₇₆N₄O₁₅Si₂