((R)-3-{(4S,5R)-5-[(1E,3E)-7-(tert-Butyl-diphenyl-silanyloxy)-hepta-1,3-dienyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-oxo-butyl)-phosphonic acid dimethyl ester

Base Information

Chemical Name:((R)-3-{(4S,5R)-5-[(1E,3E)-7-(tert-Butyl-diphenyl-silanyloxy)-hepta-1,3-dienyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-oxo-butyl)-phosphonic acid dimethyl ester
CAS No.:118419-02-6
Molecular Formula:C₃₄H₄₉O₇PSi
Molecular Weight:628.818
Hs Code.:

((R)-3-{(4S,5R)-5-[(1E,3E)-7-(tert-Butyl-diphenyl-silanyloxy)-hepta-1,3-dienyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-oxo-butyl)-phosphonic acid dimethyl ester

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Chemical Property of ((R)-3-{(4S,5R)-5-[(1E,3E)-7-(tert-Butyl-diphenyl-silanyloxy)-hepta-1,3-dienyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-oxo-butyl)-phosphonic acid dimethyl ester

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Technology Process of ((R)-3-{(4S,5R)-5-[(1E,3E)-7-(tert-Butyl-diphenyl-silanyloxy)-hepta-1,3-dienyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-oxo-butyl)-phosphonic acid dimethyl ester

There total 30 articles about ((R)-3-{(4S,5R)-5-[(1E,3E)-7-(tert-Butyl-diphenyl-silanyloxy)-hepta-1,3-dienyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-oxo-butyl)-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:

: 88424-95-7
2,3-O-isopropylidene-1-C-<(1S)-1-methylprop-2-enyl>-D-erythro-glycerol

: 118419-02-6,118419-05-9,118490-73-6,118490-74-7
((R)-3-{(4S,5R)-5-[(1Z,3Z)-7-(tert-Butyl-diphenyl-silanyloxy)-hepta-1,3-dienyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-oxo-butyl)-phosphonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: AcOH / H₂O

2: Et₃N, DMAP / CH₂Cl₂

3: p-TsOH

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

5: MCPBA / CH₂Cl₂ / 1 h

6: CH₂Cl₂; diethyl ether

7: 88 percent / Et₃NHF / acetonitrile

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

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

With dmap; n-butyllithium; oxalyl dichloride; dimethylsulfide; toluene-4-sulfonic acid; ozone; acetic acid; dimethyl sulfoxide; triethylamine hydrofluoride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane; water; acetonitrile;
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

: 118419-02-6,118419-05-9,118490-73-6,118490-74-7
((S)-3-{(4R,5R)-5-[(1E,3E)-7-(tert-Butyl-diphenyl-silanyloxy)-hepta-1,3-dienyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-oxo-butyl)-phosphonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 94 percent / p-TsOH / acetone / 48 h / 23 °C

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

3: MCPBA / CH₂Cl₂ / 1 h

4: CH₂Cl₂; diethyl ether

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

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

With n-butyllithium; oxalyl dichloride; dimethylsulfide; toluene-4-sulfonic acid; ozone; dimethyl sulfoxide; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane; acetone;
DOI:10.1021/jo00265a036

Reference yield:

: 88406-01-3
2,3-O-isopropylidene-1-C-<(1R)-1-methylprop-2-enyl>-D-erythro-glycerol

: 118419-02-6,118419-05-9,118490-73-6,118490-74-7
((S)-3-{(4S,5S)-5-[(1E,3E)-7-(tert-Butyl-diphenyl-silanyloxy)-hepta-1,3-dienyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-oxo-butyl)-phosphonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: Dowex-H⁺ / methanol

2: Et₃N, DMAP / CH₂Cl₂

3: TsOH

4: nBu₄NF, / tetrahydrofuran

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

6: K₂CO₃ / methanol / 3 h / 23 °C

7: NaBH₄

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

9: MCPBA / CH₂Cl₂ / 1 h

10: CH₂Cl₂; diethyl ether

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

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

With dmap; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; Dowex-H⁺; dimethylsulfide; tetrabutyl ammonium fluoride; potassium carbonate; toluene-4-sulfonic acid; ozone; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1021/jo00265a036