2-[4-acetoxy-2-tert-butyldimethylsilanyloxy-5-(6-cyano-3,3-dimethyl-4-triethylsilanyloxytetrahydropyran-2-yl)-3-methylpentyl]-4,6-bis-tert-butyldimethylsilanyloxy-3-methylbenzoic acid methyl ester

Base Information

Chemical Name:2-[4-acetoxy-2-tert-butyldimethylsilanyloxy-5-(6-cyano-3,3-dimethyl-4-triethylsilanyloxytetrahydropyran-2-yl)-3-methylpentyl]-4,6-bis-tert-butyldimethylsilanyloxy-3-methylbenzoic acid methyl ester
CAS No.:869964-30-7
Molecular Formula:C₄₉H₉₁NO₉Si₄
Molecular Weight:950.605
Hs Code.:

2-[4-acetoxy-2-tert-butyldimethylsilanyloxy-5-(6-cyano-3,3-dimethyl-4-triethylsilanyloxytetrahydropyran-2-yl)-3-methylpentyl]-4,6-bis-tert-butyldimethylsilanyloxy-3-methylbenzoic acid methyl ester

Synonyms:2-[4-acetoxy-2-tert-butyldimethylsilanyloxy-5-(6-cyano-3,3-dimethyl-4-triethylsilanyloxytetrahydropyran-2-yl)-3-methylpentyl]-4,6-bis-tert-butyldimethylsilanyloxy-3-methylbenzoic acid methyl ester

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Chemical Property of 2-[4-acetoxy-2-tert-butyldimethylsilanyloxy-5-(6-cyano-3,3-dimethyl-4-triethylsilanyloxytetrahydropyran-2-yl)-3-methylpentyl]-4,6-bis-tert-butyldimethylsilanyloxy-3-methylbenzoic acid methyl ester

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Technology Process of 2-[4-acetoxy-2-tert-butyldimethylsilanyloxy-5-(6-cyano-3,3-dimethyl-4-triethylsilanyloxytetrahydropyran-2-yl)-3-methylpentyl]-4,6-bis-tert-butyldimethylsilanyloxy-3-methylbenzoic acid methyl ester

There total 4 articles about 2-[4-acetoxy-2-tert-butyldimethylsilanyloxy-5-(6-cyano-3,3-dimethyl-4-triethylsilanyloxytetrahydropyran-2-yl)-3-methylpentyl]-4,6-bis-tert-butyldimethylsilanyloxy-3-methylbenzoic acid methyl ester 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:

: 869964-29-4
2-[4-acetoxy-5-(6-acetoxy-3,3-dimethyl-4-triethylsilanyloxytetrahydropyran-2-yl)-2-tert-butyldimethylsilanyloxy-3-methylpentyl]-4,6-bis-tert-butyldimethylsilanyloxy-3-methylbenzoic acid methyl ester

: 7677-24-9
trimethylsilyl cyanide

: 869964-30-7
2-[4-acetoxy-2-tert-butyldimethylsilanyloxy-5-(6-cyano-3,3-dimethyl-4-triethylsilanyloxytetrahydropyran-2-yl)-3-methylpentyl]-4,6-bis-tert-butyldimethylsilanyloxy-3-methylbenzoic acid methyl ester

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 - -42 ℃; for 1.66667h;
DOI:10.1021/ol0520267

Reference yield:

: 869964-27-2
(2R,3R,4S,6R,8S)-4,6-bis-tert-butyldimethylsilanyloxy-2-(2-tert-butyldimethylsilanyloxy-4,6-dihydroxy-3,7,7-trimethyl-8-triethylsilanyloxyundec-10-enyl)-3-methylbenzoic acid methyl ester

: 869964-30-7
2-[4-acetoxy-2-tert-butyldimethylsilanyloxy-5-(6-cyano-3,3-dimethyl-4-triethylsilanyloxytetrahydropyran-2-yl)-3-methylpentyl]-4,6-bis-tert-butyldimethylsilanyloxy-3-methylbenzoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: ozone / CH₂Cl₂ / -78 °C

1.2: triphenylphosphine / CH₂Cl₂ / 3 h / 20 °C

2.1: pyridine; DMAP / CH₂Cl₂ / 10 h / 20 °C

3.1: BF₃*OEt₂ / CH₂Cl₂ / 1.67 h / -78 - -42 °C

With pyridine; dmap; boron trifluoride diethyl etherate; ozone; In dichloromethane;
DOI:10.1021/ol0520267

Reference yield:

: (2R,3R,8S)-4,6-bis-tert-butyldimethylsilanyloxy-2-(2-tert-butyldimethylsilanyloxy-4-hydroxy-3-methyl-6-oxo-8-triethylsilanyloxyundec-10-enyl)-3-methylbenzoic acid methyl ester

: 869964-30-7
2-[4-acetoxy-2-tert-butyldimethylsilanyloxy-5-(6-cyano-3,3-dimethyl-4-triethylsilanyloxytetrahydropyran-2-yl)-3-methylpentyl]-4,6-bis-tert-butyldimethylsilanyloxy-3-methylbenzoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: diethylmethoxyborane / tetrahydrofuran; methanol / 1 h / -78 °C

1.2: sodium borohydride / tetrahydrofuran; methanol / 13 h / -78 - -35 °C

1.3: pH 7 buffer; hydrogen peroxide / ethyl acetate; tetrahydrofuran; methanol / 12 h / 20 °C / pH 7

2.1: ozone / CH₂Cl₂ / -78 °C

2.2: triphenylphosphine / CH₂Cl₂ / 3 h / 20 °C

3.1: pyridine; DMAP / CH₂Cl₂ / 10 h / 20 °C

4.1: BF₃*OEt₂ / CH₂Cl₂ / 1.67 h / -78 - -42 °C

With pyridine; dmap; diethyl methoxy borane; boron trifluoride diethyl etherate; ozone; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ol0520267