(2Z,5E,7E)-(R)-11-(tert-Butyl-diphenyl-silanyloxy)-4-methoxymethoxy-2-methyl-undeca-2,5,7-trienoic acid methyl ester

Base Information

Chemical Name:(2Z,5E,7E)-(R)-11-(tert-Butyl-diphenyl-silanyloxy)-4-methoxymethoxy-2-methyl-undeca-2,5,7-trienoic acid methyl ester
CAS No.:118419-34-4
Molecular Formula:C₃₁H₄₂O₅Si
Molecular Weight:522.757
Hs Code.:

Synonyms:(2Z,5E,7E)-(R)-11-(tert-Butyl-diphenyl-silanyloxy)-4-methoxymethoxy-2-methyl-undeca-2,5,7-trienoic acid methyl ester

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Chemical Property of (2Z,5E,7E)-(R)-11-(tert-Butyl-diphenyl-silanyloxy)-4-methoxymethoxy-2-methyl-undeca-2,5,7-trienoic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (2Z,5E,7E)-(R)-11-(tert-Butyl-diphenyl-silanyloxy)-4-methoxymethoxy-2-methyl-undeca-2,5,7-trienoic acid methyl ester

There total 11 articles about (2Z,5E,7E)-(R)-11-(tert-Butyl-diphenyl-silanyloxy)-4-methoxymethoxy-2-methyl-undeca-2,5,7-trienoic 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:

: 118419-33-3
(5E,7E)-(2S,3R,4R)-3-Benzyloxy-11-(tert-butyl-diphenyl-silanyloxy)-4-methoxymethoxy-2-methyl-undeca-5,7-dienoic acid methyl ester

: 118419-34-4
(2Z,5E,7E)-(R)-11-(tert-Butyl-diphenyl-silanyloxy)-4-methoxymethoxy-2-methyl-undeca-2,5,7-trienoic acid methyl ester

Guidance literature:: With dimethyl lithiomethylphosphonate; In tetrahydrofuran; at -78 ℃;
DOI:10.1021/jo00265a036

Reference yield:

: 88424-94-6
(1R,2R)-2-methyl-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol

: 118419-34-4
(2Z,5E,7E)-(R)-11-(tert-Butyl-diphenyl-silanyloxy)-4-methoxymethoxy-2-methyl-undeca-2,5,7-trienoic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 97 percent / NaH, nBu₄NI / tetrahydrofuran / 2 h / Heating

2: MeOH, H⁺

3: Et₃N, DMAP

4: iPr₂NEt

5: 1.) ozone, 2.) Me₂S / 1.) methanol, -78 deg C, 2.) 2 h

6: MCPBA / CH₂Cl₂ / 1 h

7: CH₂Cl₂; diethyl ether

8: Et₃NHF / acetonitrile

9: DMSO, (COCl)2 / CH₂Cl₂ / 0.17 h / -78 °C

11: (MeO)2P(O)CH₂Li / tetrahydrofuran / -78 °C

With methanol; dmap; oxalyl dichloride; dimethylsulfide; dimethyl lithiomethylphosphonate; hydrogen cation; tetra-(n-butyl)ammonium iodide; sodium hydride; ozone; dimethyl sulfoxide; triethylamine hydrofluoride; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1021/jo00265a036

Reference yield:

: 100758-79-0
(2R,3R,4R)-3-Benzyloxy-1,2-O-isopropylidene-4-methyl-5-hexene-1,2-diol

: 118419-34-4
(2Z,5E,7E)-(R)-11-(tert-Butyl-diphenyl-silanyloxy)-4-methoxymethoxy-2-methyl-undeca-2,5,7-trienoic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: MeOH, H⁺

2: Et₃N, DMAP

3: iPr₂NEt

4: 1.) ozone, 2.) Me₂S / 1.) methanol, -78 deg C, 2.) 2 h

5: MCPBA / CH₂Cl₂ / 1 h

6: CH₂Cl₂; diethyl ether

7: Et₃NHF / acetonitrile

8: DMSO, (COCl)2 / CH₂Cl₂ / 0.17 h / -78 °C

10: (MeO)2P(O)CH₂Li / tetrahydrofuran / -78 °C

With methanol; dmap; oxalyl dichloride; dimethylsulfide; dimethyl lithiomethylphosphonate; hydrogen cation; ozone; dimethyl sulfoxide; triethylamine hydrofluoride; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1021/jo00265a036