propionic acid (1S,2E,5R,6E,8E)-5-(tert-butyldimethylsilyloxy)-1-[(1R,2S)-4-(3,4-dimethoxybenzyloxy)-1-methyl-2-hydroxy-butyl]-9-bromo-3-methyl-nona-2,6,8-trienyl-ester

Base Information

Chemical Name:propionic acid (1S,2E,5R,6E,8E)-5-(tert-butyldimethylsilyloxy)-1-[(1R,2S)-4-(3,4-dimethoxybenzyloxy)-1-methyl-2-hydroxy-butyl]-9-bromo-3-methyl-nona-2,6,8-trienyl-ester
CAS No.:889454-54-0
Molecular Formula:C₃₃H₅₃BrO₇Si
Molecular Weight:669.769
Hs Code.:

propionic acid (1S,2E,5R,6E,8E)-5-(tert-butyldimethylsilyloxy)-1-[(1R,2S)-4-(3,4-dimethoxybenzyloxy)-1-methyl-2-hydroxy-butyl]-9-bromo-3-methyl-nona-2,6,8-trienyl-ester

Synonyms:propionic acid (1S,2E,5R,6E,8E)-5-(tert-butyldimethylsilyloxy)-1-[(1R,2S)-4-(3,4-dimethoxybenzyloxy)-1-methyl-2-hydroxy-butyl]-9-bromo-3-methyl-nona-2,6,8-trienyl-ester

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Chemical Property of propionic acid (1S,2E,5R,6E,8E)-5-(tert-butyldimethylsilyloxy)-1-[(1R,2S)-4-(3,4-dimethoxybenzyloxy)-1-methyl-2-hydroxy-butyl]-9-bromo-3-methyl-nona-2,6,8-trienyl-ester

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Technology Process of propionic acid (1S,2E,5R,6E,8E)-5-(tert-butyldimethylsilyloxy)-1-[(1R,2S)-4-(3,4-dimethoxybenzyloxy)-1-methyl-2-hydroxy-butyl]-9-bromo-3-methyl-nona-2,6,8-trienyl-ester

There total 3 articles about propionic acid (1S,2E,5R,6E,8E)-5-(tert-butyldimethylsilyloxy)-1-[(1R,2S)-4-(3,4-dimethoxybenzyloxy)-1-methyl-2-hydroxy-butyl]-9-bromo-3-methyl-nona-2,6,8-trienyl-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: 80.0%

: 889454-42-6
(2R,5S,6E,9R,10E,12E)-9-(tert-butyldimethylsilyloxy)-1-(3,4-dimethoxybenzyloxy)-5-hydroxy-13-bromo-2,7-dimethyl-trideca-6,10,12-trien-3-one

: 123-38-6
propionaldehyde

: 889454-54-0
propionic acid (1S,2E,5R,6E,8E)-5-(tert-butyldimethylsilyloxy)-1-[(1R,2S)-4-(3,4-dimethoxybenzyloxy)-1-methyl-2-hydroxy-butyl]-9-bromo-3-methyl-nona-2,6,8-trienyl-ester

Guidance literature:: With samarium diiodide; In tetrahydrofuran; at -10 ℃; for 1h;
DOI:10.1021/ol060609q

Reference yield:

: 889454-41-5
(R)-3-(3,4-dimethoxybenzyloxy)-2-methylbutan-3-one

: 889454-54-0
propionic acid (1S,2E,5R,6E,8E)-5-(tert-butyldimethylsilyloxy)-1-[(1R,2S)-4-(3,4-dimethoxybenzyloxy)-1-methyl-2-hydroxy-butyl]-9-bromo-3-methyl-nona-2,6,8-trienyl-ester

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / samarium diiodide / tetrahydrofuran / 1 h / -10 °C

With samarium diiodide; In tetrahydrofuran;
DOI:10.1021/ol060609q

Reference yield:

: 627101-57-9
3-(3,4-dimethoxy-benzyloxy)-N-methoxy-2,N-dimethyl-propionamide

: 889454-54-0
propionic acid (1S,2E,5R,6E,8E)-5-(tert-butyldimethylsilyloxy)-1-[(1R,2S)-4-(3,4-dimethoxybenzyloxy)-1-methyl-2-hydroxy-butyl]-9-bromo-3-methyl-nona-2,6,8-trienyl-ester

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / tetrahydrofuran / 1.5 h / 0 °C

2: 80 percent / samarium diiodide / tetrahydrofuran / 1 h / -10 °C

With samarium diiodide; In tetrahydrofuran;
DOI:10.1021/ol060609q