Acetic acid (2E,8E,10E)-(5S,6R,7R)-6-benzyloxy-14-(tert-butyl-diphenyl-silanyloxy)-7-methoxymethoxy-5-methyl-4-oxo-tetradeca-2,8,10-trienyl ester

Base Information

Chemical Name:Acetic acid (2E,8E,10E)-(5S,6R,7R)-6-benzyloxy-14-(tert-butyl-diphenyl-silanyloxy)-7-methoxymethoxy-5-methyl-4-oxo-tetradeca-2,8,10-trienyl ester
CAS No.:118419-12-8
Molecular Formula:C₄₂H₅₄O₇Si
Molecular Weight:698.972
Hs Code.:

Acetic acid (2E,8E,10E)-(5S,6R,7R)-6-benzyloxy-14-(tert-butyl-diphenyl-silanyloxy)-7-methoxymethoxy-5-methyl-4-oxo-tetradeca-2,8,10-trienyl ester

Synonyms:Acetic acid (2E,8E,10E)-(5S,6R,7R)-6-benzyloxy-14-(tert-butyl-diphenyl-silanyloxy)-7-methoxymethoxy-5-methyl-4-oxo-tetradeca-2,8,10-trienyl ester

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Chemical Property of Acetic acid (2E,8E,10E)-(5S,6R,7R)-6-benzyloxy-14-(tert-butyl-diphenyl-silanyloxy)-7-methoxymethoxy-5-methyl-4-oxo-tetradeca-2,8,10-trienyl ester

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Technology Process of Acetic acid (2E,8E,10E)-(5S,6R,7R)-6-benzyloxy-14-(tert-butyl-diphenyl-silanyloxy)-7-methoxymethoxy-5-methyl-4-oxo-tetradeca-2,8,10-trienyl ester

There total 10 articles about Acetic acid (2E,8E,10E)-(5S,6R,7R)-6-benzyloxy-14-(tert-butyl-diphenyl-silanyloxy)-7-methoxymethoxy-5-methyl-4-oxo-tetradeca-2,8,10-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: 67.0%

: 5371-49-3
acetoxyacetaldehyde

: 118419-14-0,118492-29-8
[(6E,8E)-(3S,4R,5R)-4-Benzyloxy-12-(tert-butyl-diphenyl-silanyloxy)-5-methoxymethoxy-3-methyl-2-oxo-dodeca-6,8-dienyl]-phosphonic acid dimethyl ester

: 118419-12-8
Acetic acid (2E,8E,10E)-(5S,6R,7R)-6-benzyloxy-14-(tert-butyl-diphenyl-silanyloxy)-7-methoxymethoxy-5-methyl-4-oxo-tetradeca-2,8,10-trienyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; lithium chloride; In acetonitrile; for 0.5h;
DOI:10.1021/jo00265a036

Reference yield:

: 118419-23-1,118490-93-0
(R)-1-(tert-Butyl-dimethyl-silanyloxy)-4-methoxymethoxy-2-methyl-hex-5-en-3-ol

: 118419-12-8
Acetic acid (2E,8E,10E)-(5S,6R,7R)-6-benzyloxy-14-(tert-butyl-diphenyl-silanyloxy)-7-methoxymethoxy-5-methyl-4-oxo-tetradeca-2,8,10-trienyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: NaH, nBu₄NI / tetrahydrofuran

2: nBu₄NF / tetrahydrofuran

3: pyridine

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

6: 1.) I₂, 2.) LAH / 1.) hexane, 2.) THF, 0 deg C

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

8: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 40 min, 2.) 10 min

9: PCC, K₂HPO₄, 4-Angstroem mol. sieves / CH₂Cl₂

10: 67 percent / diisopropylethylamine, LiCl / acetonitrile / 0.5 h

With pyridine; dipotassium hydrogenphosphate; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; dimethylsulfide; 4 A molecular sieve; tetrabutyl ammonium fluoride; iodine; tetra-(n-butyl)ammonium iodide; sodium hydride; ozone; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; lithium chloride; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo00265a036

Reference yield:

: (R)-3-Benzyloxy-4-methoxymethoxy-2-methyl-hex-5-en-1-ol

: 118419-12-8
Acetic acid (2E,8E,10E)-(5S,6R,7R)-6-benzyloxy-14-(tert-butyl-diphenyl-silanyloxy)-7-methoxymethoxy-5-methyl-4-oxo-tetradeca-2,8,10-trienyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: pyridine

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

4: 1.) I₂, 2.) LAH / 1.) hexane, 2.) THF, 0 deg C

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

6: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 40 min, 2.) 10 min

7: PCC, K₂HPO₄, 4-Angstroem mol. sieves / CH₂Cl₂

8: 67 percent / diisopropylethylamine, LiCl / acetonitrile / 0.5 h

With pyridine; dipotassium hydrogenphosphate; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; dimethylsulfide; 4 A molecular sieve; iodine; ozone; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; lithium chloride; In dichloromethane; acetonitrile;
DOI:10.1021/jo00265a036