[(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

Base Information

Chemical Name:[(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
CAS No.:118419-14-0
Molecular Formula:C₄₀H₅₅O₈PSi
Molecular Weight:722.931
Hs Code.:

[(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

Synonyms:

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Chemical Property of [(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

Chemical Property:

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Technology Process of [(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

There total 18 articles about [(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 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:

: 118419-28-6
[(6E,8E)-(3R,4R,5R)-4-Benzyloxy-12-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-5-methoxymethoxy-3-methyl-dodeca-6,8-dienyl]-phosphonic acid dimethyl ester

: 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

Guidance literature:: With dipotassium hydrogenphosphate; 4 A molecular sieve; pyridinium chlorochromate; In dichloromethane; Yield given;
DOI:10.1021/jo00265a036

Reference yield:

: 118419-28-6
[(6E,8E)-(3R,4S,5S)-4-Benzyloxy-12-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-5-methoxymethoxy-3-methyl-dodeca-6,8-dienyl]-phosphonic acid dimethyl ester

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

Guidance literature:: With dipotassium hydrogenphosphate; 4 A molecular sieve; pyridinium chlorochromate; In dichloromethane; Yield given;
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

: 118419-14-0,118492-29-8
[(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

Guidance literature:: Multi-step reaction with 9 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

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; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00265a036