Phosphoric acid, (1S,4S)-4-[(2S,3S)-3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-1-[(1S)-2 -[(4-methoxyphenyl)methoxy]-1-methylethyl]pentyl bis(9H-fluoren-9-ylmethyl) ester

Base Information

• Chemical Name: Phosphoric acid, (1S,4S)-4-[(2S,3S)-3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-1-[(1S)-2 -[(4-methoxyphenyl)methoxy]-1-methylethyl]pentyl bis(9H-fluoren-9-ylmethyl) ester
• CAS No.: 924286-66-8
• Molecular Formula: C50H53O8P
• Molecular Weight: 812.94
• Mol file: 924286-66-8.mol

Synonyms:

Chemical Property of Phosphoric acid, (1S,4S)-4-[(2S,3S)-3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-1-[(1S)-2 -[(4-methoxyphenyl)methoxy]-1-methylethyl]pentyl bis(9H-fluoren-9-ylmethyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phosphoric acid, (1S,4S)-4-[(2S,3S)-3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-1-[(1S)-2 -[(4-methoxyphenyl)methoxy]-1-methylethyl]pentyl bis(9H-fluoren-9-ylmethyl) ester

There total 14 articles about Phosphoric acid, (1S,4S)-4-[(2S,3S)-3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-1-[(1S)-2 -[(4-methoxyphenyl)methoxy]-1-methylethyl]pentyl bis(9H-fluoren-9-ylmethyl) 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:

(2S,3R)-3,4-(pentane-3,3-diyl)dioxy-2-methylbutan-1-ol (924286-09-9) → bis[(9H-fluoren-9-yl)methyl](2S,3S,6S)-1-(4-methoxybenzyloxy)-2-methyl-6-((2S,3S)-3-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)heptan-3-yl phosphate (924286-66-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 80 percent / NaH; Bu₄NI / tetrahydrofuran / 20 h / 0 - 25 °C

2.1: 5.80 g / p-TsOH*H₂O / methanol / 7 h / 25 °C

3.1: NaH / tetrahydrofuran / 1 h / 0 °C

3.2: 4.41 g / 1-(p-toluenesulfonyl)imidazole / tetrahydrofuran / 4 h / -78 - 25 °C

4.1: t-BuLi / pentane; diethyl ether / 0.08 h / -78 °C

4.2: (2-Th)CuCNLi / diethyl ether; pentane; tetrahydrofuran / 0.08 h / -78 - 0 °C

4.3: 1.16 g / diethyl ether; pentane; tetrahydrofuran / 1 h / 0 °C

5.1: aq. HCl / acetone / 0.17 h / 25 °C

6.1: Ag₂CO₃/Celite / benzene / 1 h / 80 °C

7.1: tetrazole / acetonitrile; CH₂Cl₂ / 1.5 h / 25 °C

7.2: 88 percent / aq. H₂O₂ / CH₂Cl₂; acetonitrile / 0.17 h / 25 °C

With 1H-tetrazole; hydrogenchloride; Celite; tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; sodium hydride; silver carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone; acetonitrile; pentane; benzene;

DOI:10.1021/ja066477d

Reference yield:

(R)-2,2-diethyl-4-[(S)-1-(4-methoxybenzyloxy)propan-2-yl]-1,3-dioxolane (924286-10-2) → bis[(9H-fluoren-9-yl)methyl](2S,3S,6S)-1-(4-methoxybenzyloxy)-2-methyl-6-((2S,3S)-3-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)heptan-3-yl phosphate (924286-66-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 5.80 g / p-TsOH*H₂O / methanol / 7 h / 25 °C

2.1: NaH / tetrahydrofuran / 1 h / 0 °C

2.2: 4.41 g / 1-(p-toluenesulfonyl)imidazole / tetrahydrofuran / 4 h / -78 - 25 °C

3.1: t-BuLi / pentane; diethyl ether / 0.08 h / -78 °C

3.2: (2-Th)CuCNLi / diethyl ether; pentane; tetrahydrofuran / 0.08 h / -78 - 0 °C

3.3: 1.16 g / diethyl ether; pentane; tetrahydrofuran / 1 h / 0 °C

4.1: aq. HCl / acetone / 0.17 h / 25 °C

5.1: Ag₂CO₃/Celite / benzene / 1 h / 80 °C

6.1: tetrazole / acetonitrile; CH₂Cl₂ / 1.5 h / 25 °C

6.2: 88 percent / aq. H₂O₂ / CH₂Cl₂; acetonitrile / 0.17 h / 25 °C

With 1H-tetrazole; hydrogenchloride; Celite; tert.-butyl lithium; sodium hydride; silver carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone; acetonitrile; pentane; benzene;

DOI:10.1021/ja066477d

Reference yield:

1-(tert-butyl-diphenyl-silanyloxy)-2(S),4(S)-dimethyl-hex-5-en-3(R)-ol (106357-26-0) → bis[(9H-fluoren-9-yl)methyl](2S,3S,6S)-1-(4-methoxybenzyloxy)-2-methyl-6-((2S,3S)-3-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)heptan-3-yl phosphate (924286-66-8)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 91 percent / iPr₂NEt / CH₂Cl₂ / 2 h / 25 °C

2.1: 89 percent / Grubbs' I catalyst / CH₂Cl₂ / 12 h / 40 °C

3.1: DIBAL-H / CH₂Cl₂; toluene / 1 h / -78 °C

3.2: PPTS / 0.17 h / 25 °C

4.1: nBu₄NF / tetrahydrofuran / 12 h / 25 °C

5.1: NaH / benzene / 0.75 h

5.2: 5.50 g / benzene / 3 h / 25 °C

6.1: 90 percent / NaI / acetone / 12 h / 56 °C

7.1: t-BuLi / pentane; diethyl ether / 0.08 h / -78 °C

7.2: (2-Th)CuCNLi / diethyl ether; pentane; tetrahydrofuran / 0.08 h / -78 - 0 °C

7.3: 1.16 g / diethyl ether; pentane; tetrahydrofuran / 1 h / 0 °C

8.1: aq. HCl / acetone / 0.17 h / 25 °C

9.1: Ag₂CO₃/Celite / benzene / 1 h / 80 °C

10.1: tetrazole / acetonitrile; CH₂Cl₂ / 1.5 h / 25 °C

10.2: 88 percent / aq. H₂O₂ / CH₂Cl₂; acetonitrile / 0.17 h / 25 °C

With 1H-tetrazole; hydrogenchloride; Celite; tetrabutyl ammonium fluoride; tert.-butyl lithium; sodium hydride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; silver carbonate; sodium iodide; Grubbs catalyst first generation; In tetrahydrofuran; diethyl ether; dichloromethane; acetone; toluene; acetonitrile; pentane; benzene;

DOI:10.1021/ja066477d

upstream raw materials:

(2R,3S)-4-(4-methoxybenzyloxy)-3-methylbutane-1,2-diol

2-(6-methoxy-3-methyl-3,6-dihydro-2H-pyran-2-yl)-propan-1-ol

(2S,3R)-3,4-(pentane-3,3-diyl)dioxy-2-methylbutan-1-ol

(2R,5S,6S)-6-[(1S)-2-iodo-1-methylethyl]-5-methyl-2-methoxy-5,6-dihydro-2H-pyran