(2R,3S,4E,6S,7R,8E,10S,11R,13S)-3,7,10-tris(tert-butyldimethylsilyloxy)-11-(3,4-dimethoxybenzyloxy)-N-methoxy-13-(4-methoxybenzyloxy)-N,2,6,8-tetramethylhexadeca-4,8,15-trienamide

Base Information

Chemical Name:(2R,3S,4E,6S,7R,8E,10S,11R,13S)-3,7,10-tris(tert-butyldimethylsilyloxy)-11-(3,4-dimethoxybenzyloxy)-N-methoxy-13-(4-methoxybenzyloxy)-N,2,6,8-tetramethylhexadeca-4,8,15-trienamide
CAS No.:929693-10-7
Molecular Formula:C₅₆H₉₇NO₁₀Si₃
Molecular Weight:1028.64
Hs Code.:

(2R,3S,4E,6S,7R,8E,10S,11R,13S)-3,7,10-tris(tert-butyldimethylsilyloxy)-11-(3,4-dimethoxybenzyloxy)-N-methoxy-13-(4-methoxybenzyloxy)-N,2,6,8-tetramethylhexadeca-4,8,15-trienamide

Synonyms:(2R,3S,4E,6S,7R,8E,10S,11R,13S)-3,7,10-tris(tert-butyldimethylsilyloxy)-11-(3,4-dimethoxybenzyloxy)-N-methoxy-13-(4-methoxybenzyloxy)-N,2,6,8-tetramethylhexadeca-4,8,15-trienamide

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Chemical Property of (2R,3S,4E,6S,7R,8E,10S,11R,13S)-3,7,10-tris(tert-butyldimethylsilyloxy)-11-(3,4-dimethoxybenzyloxy)-N-methoxy-13-(4-methoxybenzyloxy)-N,2,6,8-tetramethylhexadeca-4,8,15-trienamide

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Technology Process of (2R,3S,4E,6S,7R,8E,10S,11R,13S)-3,7,10-tris(tert-butyldimethylsilyloxy)-11-(3,4-dimethoxybenzyloxy)-N-methoxy-13-(4-methoxybenzyloxy)-N,2,6,8-tetramethylhexadeca-4,8,15-trienamide

There total 17 articles about (2R,3S,4E,6S,7R,8E,10S,11R,13S)-3,7,10-tris(tert-butyldimethylsilyloxy)-11-(3,4-dimethoxybenzyloxy)-N-methoxy-13-(4-methoxybenzyloxy)-N,2,6,8-tetramethylhexadeca-4,8,15-trienamide 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: 95.0%

: (2R,3S,4E,6S,7R,8E,11R,13S)-3,7-bis(tert-butyldimethylsilyloxy)-11-(3,4-dimethoxybenzyloxy)-10-hydroxy-N-methoxy-13-(4-methoxybenzyloxy)-N,2,6,8-tetramethylhexadeca-4,8,15-trienamide

: 69739-34-0
t-butyldimethylsiyl triflate

: 929693-10-7
(2R,3S,4E,6S,7R,8E,10S,11R,13S)-3,7,10-tris(tert-butyldimethylsilyloxy)-11-(3,4-dimethoxybenzyloxy)-N-methoxy-13-(4-methoxybenzyloxy)-N,2,6,8-tetramethylhexadeca-4,8,15-trienamide

: (2R,3S,4E,6S,7R,8E,10R,11R,13S)-3,7,10-tris(tert-butyldimethylsilyloxy)-11-(3,4-dimethoxybenzyloxy)-N-methoxy-13-(4-methoxybenzyloxy)-N,2,6,8-tetramethylhexadeca-4,8,15-trienamide

Guidance literature:: With 2,6-dimethylpyridine; In tetrahydrofuran; at 0 ℃; for 0.25h;
DOI:10.1002/anie.200603653

Reference yield:

: 929693-01-6
(2R,3S,4E,6S,7R,8E)-3,7-bis(tert-butyldimethylsilyloxy)-9-iodo-N-methoxy-N,2,6,8-tetramethylnona-4,8-dienamide

: 929693-10-7
(2R,3S,4E,6S,7R,8E,10S,11R,13S)-3,7,10-tris(tert-butyldimethylsilyloxy)-11-(3,4-dimethoxybenzyloxy)-N-methoxy-13-(4-methoxybenzyloxy)-N,2,6,8-tetramethylhexadeca-4,8,15-trienamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / diethyl ether / 0.13 h / -78 °C

1.2: MgBr₂ / tetrahydrofuran; diethyl ether; toluene / 0.42 h / -78 - -20 °C

1.3: 91 percent / diethyl ether; tetrahydrofuran; toluene / -78 - 0 °C

2.1: 91 percent / Zn(BH₄)2 / CH₂Cl₂; diethyl ether / -78 - -35 °C

3.1: 95 percent / 2,6-lutidine / tetrahydrofuran / 0.25 h / 0 °C

With 2,6-dimethylpyridine; n-butyllithium; zinc(II) tetrahydroborate; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1002/anie.200603653

Reference yield:

: 929693-26-5
(2R,3S,4E,6S,7R,8E)-7-(tert-butyldimethylsilyloxy)-3-hydroxy-9-iodo-N-methoxy-N,2,6,8-tetramethylnona-4,8-dienamide

: 929693-10-7
(2R,3S,4E,6S,7R,8E,10S,11R,13S)-3,7,10-tris(tert-butyldimethylsilyloxy)-11-(3,4-dimethoxybenzyloxy)-N-methoxy-13-(4-methoxybenzyloxy)-N,2,6,8-tetramethylhexadeca-4,8,15-trienamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -10 °C

2.1: n-butyllithium / diethyl ether / 0.13 h / -78 °C

2.2: MgBr₂ / tetrahydrofuran; diethyl ether; toluene / 0.42 h / -78 - -20 °C

2.3: 91 percent / diethyl ether; tetrahydrofuran; toluene / -78 - 0 °C

3.1: 91 percent / Zn(BH₄)2 / CH₂Cl₂; diethyl ether / -78 - -35 °C

4.1: 95 percent / 2,6-lutidine / tetrahydrofuran / 0.25 h / 0 °C

With 2,6-dimethylpyridine; n-butyllithium; zinc(II) tetrahydroborate; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1002/anie.200603653