methyl (5S,6R)-5-<(tert-butyldiphenylsilyl)oxy>-6-methylnona-2(E),7(E)-dienoate

Base Information

Chemical Name:methyl (5S,6R)-5-<(tert-butyldiphenylsilyl)oxy>-6-methylnona-2(E),7(E)-dienoate
CAS No.:186193-07-7
Molecular Formula:C₂₇H₃₆O₃Si
Molecular Weight:436.667
Hs Code.:

Synonyms:methyl (5S,6R)-5-<(tert-butyldiphenylsilyl)oxy>-6-methylnona-2(E),7(E)-dienoate

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Chemical Property of methyl (5S,6R)-5-<(tert-butyldiphenylsilyl)oxy>-6-methylnona-2(E),7(E)-dienoate

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Technology Process of methyl (5S,6R)-5-<(tert-butyldiphenylsilyl)oxy>-6-methylnona-2(E),7(E)-dienoate

There total 3 articles about methyl (5S,6R)-5-<(tert-butyldiphenylsilyl)oxy>-6-methylnona-2(E),7(E)-dienoate 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: 92.0%

: 5927-18-4
trimethyl phosphonoacetate

: 186193-05-5
(3R,4R)-3-<(tert-butyldiphenylsilyl)oxy>-4-methylhept-5(E)-enal

: 186193-07-7
methyl (5S,6R)-5-<(tert-butyldiphenylsilyl)oxy>-6-methylnona-2(E),7(E)-dienoate

Guidance literature:: With 1,1,3,3-tetramethylguanidine; In tetrahydrofuran; at -78 - 20 ℃; for 4.5h;
DOI:10.1021/jo9815958

Reference yield:

: 186193-01-1
(3R,4R)-4-methylhept-5(E)-en-1-yn-3-ol

: 186193-07-7
methyl (5S,6R)-5-<(tert-butyldiphenylsilyl)oxy>-6-methylnona-2(E),7(E)-dienoate

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / imidazole / dimethylformamide

2: 1.) 2-methyl-2-butene, BH₃, 2.) H₂O₂, KH₂PO₄, K₂HPO₄ / 1.) THF, -50 deg C to rt, 1 h, 2.) THF, H₂O, 0 deg C, 1 h

3: 92 percent / tetramethylguanidine / tetrahydrofuran / 4.5 h / -78 - 20 °C

With 1H-imidazole; dipotassium hydrogenphosphate; potassium dihydrogenphosphate; 2-methyl-but-2-ene; 1,1,3,3-tetramethylguanidine; borane; dihydrogen peroxide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo9815958

Reference yield:

: 186193-03-3
(3R,4R)-3-<(tert-butyldiphenylsilyl)oxy>-4-methylhept-5(E)-en-1-yne

: 186193-07-7
methyl (5S,6R)-5-<(tert-butyldiphenylsilyl)oxy>-6-methylnona-2(E),7(E)-dienoate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) 2-methyl-2-butene, BH₃, 2.) H₂O₂, KH₂PO₄, K₂HPO₄ / 1.) THF, -50 deg C to rt, 1 h, 2.) THF, H₂O, 0 deg C, 1 h

2: 92 percent / tetramethylguanidine / tetrahydrofuran / 4.5 h / -78 - 20 °C

With dipotassium hydrogenphosphate; potassium dihydrogenphosphate; 2-methyl-but-2-ene; 1,1,3,3-tetramethylguanidine; borane; dihydrogen peroxide; In tetrahydrofuran;
DOI:10.1021/jo9815958