3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hept-6-enoic acid 5-(4-methoxy-benzyloxy)-2,4-dimethyl-1-(1-methyl-allyl)-pentyl ester

Base Information

Chemical Name:3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hept-6-enoic acid 5-(4-methoxy-benzyloxy)-2,4-dimethyl-1-(1-methyl-allyl)-pentyl ester
CAS No.:887602-27-9
Molecular Formula:C₃₉H₇₀O₆Si₂
Molecular Weight:691.152
Hs Code.:

Synonyms:3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hept-6-enoic acid 5-(4-methoxy-benzyloxy)-2,4-dimethyl-1-(1-methyl-allyl)-pentyl ester

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Chemical Property of 3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hept-6-enoic acid 5-(4-methoxy-benzyloxy)-2,4-dimethyl-1-(1-methyl-allyl)-pentyl ester

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Technology Process of 3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hept-6-enoic acid 5-(4-methoxy-benzyloxy)-2,4-dimethyl-1-(1-methyl-allyl)-pentyl ester

There total 12 articles about 3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hept-6-enoic acid 5-(4-methoxy-benzyloxy)-2,4-dimethyl-1-(1-methyl-allyl)-pentyl 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: 90.0%

: 887602-17-7
8-(4-methoxy-benzyloxy)-3,5,7-trimethyl-oct-1-en-4-ol

: 887602-18-8
(2S,3S,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hept-6-enoic acid

: 887602-27-9
3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hept-6-enoic acid 5-(4-methoxy-benzyloxy)-2,4-dimethyl-1-(1-methyl-allyl)-pentyl ester

Guidance literature:: With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine; In toluene; at -78 - 20 ℃;
DOI:10.1021/ja0609708

Reference yield:

: (3S,4S,6R)-7-(4-Methoxy-benzyloxy)-4,6-dimethyl-hept-1-en-3-ol

: 887602-27-9
3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hept-6-enoic acid 5-(4-methoxy-benzyloxy)-2,4-dimethyl-1-(1-methyl-allyl)-pentyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / imidazole / dimethylformamide / 0 - 20 °C

2: 73 percent / Ti(i-PrO)3Cl; i-PrMgCl / diethyl ether / 6 h

3: 95 percent / TBAF*H₂O / dimethylformamide / 6 h / 65 °C

4: 90 percent / Et₃N; DMAP; 2,4,6-trichlorobenzoyl chloride / toluene / -78 - 20 °C

With 1H-imidazole; triisopropoxytitanium(IV) chloride; dmap; 2,4,6-trichlorobenzoyl chloride; tetrabutyl ammonium fluoride; isopropylmagnesium chloride; triethylamine; In diethyl ether; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja0609708

Reference yield:

: (2S,3S,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hept-6-enal

: 887602-27-9
3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hept-6-enoic acid 5-(4-methoxy-benzyloxy)-2,4-dimethyl-1-(1-methyl-allyl)-pentyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 0.250 g / 2-methyl-2-butene; KH₂PO₄; NaClO₂ / tetrahydrofuran; H₂O / 2.5 h / 20 °C

2: 90 percent / Et₃N; DMAP; 2,4,6-trichlorobenzoyl chloride / toluene / -78 - 20 °C

With dmap; sodium chlorite; potassium dihydrogenphosphate; 2-methyl-but-2-ene; 2,4,6-trichlorobenzoyl chloride; triethylamine; In tetrahydrofuran; water; toluene;
DOI:10.1021/ja0609708