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

Base Information

Chemical Name:2'-O-(t-butyldimethylsilyl)-2-debenzoyl-2-m-N₃-10-Boc-10-deacetylcephalomannine
CAS No.:1329497-64-4
Molecular Formula:C₅₄H₇₂N₄O₁₅Si
Molecular Weight:1045.27
Hs Code.:

2'-O-(t-butyldimethylsilyl)-2-debenzoyl-2-m-N<sub>3</sub>-10-Boc-10-deacetylcephalomannine

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

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

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

There total 9 articles about 2'-O-(t-butyldimethylsilyl)-2-debenzoyl-2-m-N₃-10-Boc-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: 90.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1329497-59-7
2'-O-(t-butyldimethylsilyl)-2-debenzoyl-2-m-N₃-benzoyl-10-deacetylcephalomannine

: 1329497-64-4
2'-O-(t-butyldimethylsilyl)-2-debenzoyl-2-m-N₃-10-Boc-10-deacetylcephalomannine

Guidance literature:: 2'-O-(t-butyldimethylsilyl)-2-debenzoyl-2-m-N₃-benzoyl-10-deacetylcephalomannine; With cerium(III) chloride; In tetrahydrofuran; for 0.166667h; Inert atmosphere;

di-tert-butyl dicarbonate; In tetrahydrofuran; at 30 ℃; for 18h; Inert atmosphere;
DOI:10.1016/j.bmcl.2011.06.034

Reference yield:

: 944454-50-6
C₅₁H₆₇NO₁₄Si

: 1329497-64-4
2'-O-(t-butyldimethylsilyl)-2-debenzoyl-2-m-N₃-10-Boc-10-deacetylcephalomannine

Guidance literature:: Multi-step reaction with 7 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

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

3.1: 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide / toluene / 13 h / 65 °C / Inert atmosphere

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

5.1: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 40 °C / Inert atmosphere

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

7.1: cerium(III) chloride / tetrahydrofuran / 0.17 h / Inert atmosphere

7.2: 18 h / 30 °C / Inert atmosphere

With pyridine; 1H-imidazole; cerium(III) chloride; hydrogen fluoride; N-benzyl-trimethylammonium hydroxide; 4-pyrrolidin-1-ylpyridine; hydrazine hydrate; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/j.bmcl.2011.06.034

Reference yield:

: 1127890-27-0
2'-O-(t-butyldimethylsilyl)-7-O-(triethylsilyl)cephalomannine

: 1329497-64-4
2'-O-(t-butyldimethylsilyl)-2-debenzoyl-2-m-N₃-10-Boc-10-deacetylcephalomannine

Guidance literature:: Multi-step reaction with 6 steps

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

2.1: 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide / toluene / 13 h / 65 °C / Inert atmosphere

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

4.1: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 40 °C / Inert atmosphere

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

6.1: cerium(III) chloride / tetrahydrofuran / 0.17 h / Inert atmosphere

6.2: 18 h / 30 °C / Inert atmosphere

With pyridine; 1H-imidazole; cerium(III) chloride; hydrogen fluoride; N-benzyl-trimethylammonium hydroxide; 4-pyrrolidin-1-ylpyridine; hydrazine hydrate; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/j.bmcl.2011.06.034