(Diethoxy-phosphoryl)-acetic acid (E)-(R)-4-{(2R,6R)-6-[(2E,6Z)-(R)-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-8-oxo-octa-2,6-dienyl]-4-methylene-tetrahydro-pyran-2-yl}-1-(3,4-dimethoxy-benzyloxymethyl)-3-methyl-but-3-enyl ester

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Chemical Name:(Diethoxy-phosphoryl)-acetic acid (E)-(R)-4-{(2R,6R)-6-[(2E,6Z)-(R)-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-8-oxo-octa-2,6-dienyl]-4-methylene-tetrahydro-pyran-2-yl}-1-(3,4-dimethoxy-benzyloxymethyl)-3-methyl-but-3-enyl ester
CAS No.:405176-38-7
Molecular Formula:C₄₂H₆₇O₁₁PSi
Molecular Weight:807.047
Hs Code.:

(Diethoxy-phosphoryl)-acetic acid (E)-(R)-4-{(2R,6R)-6-[(2E,6Z)-(R)-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-8-oxo-octa-2,6-dienyl]-4-methylene-tetrahydro-pyran-2-yl}-1-(3,4-dimethoxy-benzyloxymethyl)-3-methyl-but-3-enyl ester

Synonyms:(Diethoxy-phosphoryl)-acetic acid (E)-(R)-4-{(2R,6R)-6-[(2E,6Z)-(R)-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-8-oxo-octa-2,6-dienyl]-4-methylene-tetrahydro-pyran-2-yl}-1-(3,4-dimethoxy-benzyloxymethyl)-3-methyl-but-3-enyl ester

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Chemical Property of (Diethoxy-phosphoryl)-acetic acid (E)-(R)-4-{(2R,6R)-6-[(2E,6Z)-(R)-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-8-oxo-octa-2,6-dienyl]-4-methylene-tetrahydro-pyran-2-yl}-1-(3,4-dimethoxy-benzyloxymethyl)-3-methyl-but-3-enyl ester

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Technology Process of (Diethoxy-phosphoryl)-acetic acid (E)-(R)-4-{(2R,6R)-6-[(2E,6Z)-(R)-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-8-oxo-octa-2,6-dienyl]-4-methylene-tetrahydro-pyran-2-yl}-1-(3,4-dimethoxy-benzyloxymethyl)-3-methyl-but-3-enyl ester

There total 19 articles about (Diethoxy-phosphoryl)-acetic acid (E)-(R)-4-{(2R,6R)-6-[(2E,6Z)-(R)-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-8-oxo-octa-2,6-dienyl]-4-methylene-tetrahydro-pyran-2-yl}-1-(3,4-dimethoxy-benzyloxymethyl)-3-methyl-but-3-enyl 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: 95.0%

: 405176-45-6
(Diethoxy-phosphoryl)-acetic acid (E)-(R)-4-{(2R,6R)-6-[(2E,6Z)-(R)-4-(tert-butyl-dimethyl-silanyloxy)-8-hydroxy-6-methyl-octa-2,6-dienyl]-4-methylene-tetrahydro-pyran-2-yl}-1-(3,4-dimethoxy-benzyloxymethyl)-3-methyl-but-3-enyl ester

: 405176-38-7
(Diethoxy-phosphoryl)-acetic acid (E)-(R)-4-{(2R,6R)-6-[(2E,6Z)-(R)-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-8-oxo-octa-2,6-dienyl]-4-methylene-tetrahydro-pyran-2-yl}-1-(3,4-dimethoxy-benzyloxymethyl)-3-methyl-but-3-enyl ester

Guidance literature:: With pyridine; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.666667h;
DOI:10.1021/ja020635t

Reference yield:

: 3095-95-2
diethylphosphonoacetic acid

: 405176-38-7
(Diethoxy-phosphoryl)-acetic acid (E)-(R)-4-{(2R,6R)-6-[(2E,6Z)-(R)-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-8-oxo-octa-2,6-dienyl]-4-methylene-tetrahydro-pyran-2-yl}-1-(3,4-dimethoxy-benzyloxymethyl)-3-methyl-but-3-enyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / DCC; DMAP / CH₂Cl₂ / 0.5 h / 20 °C

2: 62 percent / HF*pyridine / tetrahydrofuran / 4 h / 20 °C

3: 95 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 0.67 h / 20 °C

With pyridine; dmap; Dess-Martin periodane; pyridine hydrogenfluoride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja020635t

Reference yield:

: 405176-39-8
(R)-2-(3,4-Dimethoxy-benzyloxymethyl)-oxirane

: 405176-38-7
(Diethoxy-phosphoryl)-acetic acid (E)-(R)-4-{(2R,6R)-6-[(2E,6Z)-(R)-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-8-oxo-octa-2,6-dienyl]-4-methylene-tetrahydro-pyran-2-yl}-1-(3,4-dimethoxy-benzyloxymethyl)-3-methyl-but-3-enyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: t-BuLi / diethyl ether; pentane / -78 - -45 °C

1.2: 2-thienylcyanocuprate / diethyl ether; tetrahydrofuran; pentane / -78 - 45 °C

1.3: 40 percent / diethyl ether; tetrahydrofuran; pentane / 1.75 h / -45 - 0 °C

2.1: 96 percent / DCC; DMAP / CH₂Cl₂ / 0.5 h / 20 °C

3.1: 62 percent / HF*pyridine / tetrahydrofuran / 4 h / 20 °C

4.1: 95 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 0.67 h / 20 °C

With pyridine; dmap; tert.-butyl lithium; Dess-Martin periodane; pyridine hydrogenfluoride; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane; pentane;
DOI:10.1021/ja020635t