(E)-4-((4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Hydroxy-2,2,9,10a-tetramethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-8-yl)-but-2-enoic acid benzyl ester

Base Information

• Chemical Name: (E)-4-((4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Hydroxy-2,2,9,10a-tetramethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-8-yl)-but-2-enoic acid benzyl ester
• CAS No.: 486394-97-2
• Molecular Formula: C₂₉H₄₀O₈
• Molecular Weight: 516.632

Synonyms:(E)-4-((4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Hydroxy-2,2,9,10a-tetramethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-8-yl)-but-2-enoic acid benzyl ester

Chemical Property of (E)-4-((4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Hydroxy-2,2,9,10a-tetramethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-8-yl)-but-2-enoic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-4-((4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Hydroxy-2,2,9,10a-tetramethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-8-yl)-but-2-enoic acid benzyl ester

There total 29 articles about (E)-4-((4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Hydroxy-2,2,9,10a-tetramethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-8-yl)-but-2-enoic acid benzyl 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: 93.0%

(E)-4-((4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-2,2,9,10a-Tetramethyl-9-trimethylsilanyloxy-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-8-yl)-but-2-enoic acid benzyl ester (486394-81-4) → (E)-4-((4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Hydroxy-2,2,9,10a-tetramethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-8-yl)-but-2-enoic acid benzyl ester (486394-97-2)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 5h;

DOI:10.1021/ja028167a

Reference yield:

(3aS,4aR,7R,8aS,10aR)-7-Phenyl-octahydro-1,4,6,8-tetraoxa-benzo[f]azulen-2-ol → (E)-4-((4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Hydroxy-2,2,9,10a-tetramethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-8-yl)-but-2-enoic acid benzyl ester (486394-97-2)

Guidance literature:

Multi-step reaction with 22 steps

1.1: 5.93 g / toluene / 20 - 80 °C

2.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

3.1: 100 percent / DIBALH / CH₂Cl₂; hexane / 0.5 h / -78 °C

4.1: (-)-diethyl tartrate; Ti(Oi-Pr)4; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / -20 °C

4.2: 97 percent / t-BuOOH / CH₂Cl₂; 2,2,4-trimethyl-pentane / -20 °C

5.1: SO₃*pyridine; Et₃N / dimethylsulfoxide; CH₂Cl₂ / 0.5 h / 0 °C

6.1: NaHMDS / tetrahydrofuran / 1 h / 0 °C

6.2: 122.2 mg / tetrahydrofuran / 0.5 h / 0 °C

7.1: tetra-n-butylammonium fluoride / tetrahydrofuran / 0.83 h / 20 °C

8.1: 3.00 g / pyridinium p-toluenesulfonate / CH₂Cl₂ / 1.5 h / 20 °C

9.1: 2,6-lutidine / CH₂Cl₂ / 0.75 h / 0 °C

10.1: 3.68 g / EtSH; Zn(OTf)2; NaHCO₃ / CH₂Cl₂ / 48 h / 20 °C

11.1: 92 percent / piridinium p-toluenesulfonate / CH₂Cl₂ / 1.33 h / 20 °C

12.1: 9-BBN-H / tetrahydrofuran / 20 °C

12.2: aq. NaHCO₃; aq. H₂O₂ / tetrahydrofuran / 1.5 h / 20 °C

13.1: SO₃*pyridine; Et₃N / dimethylsulfoxide; CH₂Cl₂ / 0.83 h / 0 °C

14.1: toluene; diethyl ether / 0.5 h / -78 °C

15.1: 2.38 g / tetra-n-propylammonium perruthenate; N-methylmorpholine-N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 20 °C

16.1: tetra-n-bitylammonium fluoride / tetrahydrofuran / 1.17 h / 20 °C

17.1: 2.03 g / N-methylmorpholine / CH₂Cl₂ / 20 °C

18.1: 87 percent / SmI₂; methanol / tetrahydrofuran / 0.25 h / 0 °C

19.1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

20.1: DIBALH / CH₂Cl₂; hexane / 0.17 h / -78 °C

21.1: 2.06 g / toluene / 20 °C

22.1: 93 percent / tetra-n-butylammonium fluoride; acetic acid / tetrahydrofuran / 5 h / 20 °C

With 4-methyl-morpholine; 2,6-dimethylpyridine; titanium(IV) isopropylate; methanol; 9-borabicyclo[3.3.1]nonane dimer; samarium diiodide; tetrapropylammonium perruthennate; pyridine-SO₃ complex; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; zinc trifluoromethanesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; acetic acid; 4-methylmorpholine N-oxide; (-)-diethyl tartrate; triethylamine; ethanethiol; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; toluene; 1.1: Wittig reaction / 4.1: Sharpless asymmetric epoxidation / 6.1: Wittig methylenation / 21.1: Wittig reaction;

DOI:10.1021/ja028167a

Reference yield:

2-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-yl]-ethanol (221455-78-3) → (E)-4-((4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Hydroxy-2,2,9,10a-tetramethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-8-yl)-but-2-enoic acid benzyl ester (486394-97-2)

Guidance literature:

Multi-step reaction with 29 steps

1.1: 99 percent / I₂; PPh₃; imidazole / tetrahydrofuran / 0.33 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -20 °C

2.2: tetrahydrofuran; hexane / 1.17 h / -20 - 0 °C

3.1: 122.7 mg / tetra-butylammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

4.1: N-methylmorpholine / CH₂Cl₂ / 20 °C

5.1: 12.43 g / NaHCO₃ / acetonitrile; H₂O / 20 °C

6.1: 70 percent / SmI₂; methanol / tetrahydrofuran / 0.08 h / 20 °C

7.1: DIBALH / CH₂Cl₂; hexane / 1 h / -78 °C

8.1: 5.93 g / toluene / 20 - 80 °C

9.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

10.1: 100 percent / DIBALH / CH₂Cl₂; hexane / 0.5 h / -78 °C

11.1: (-)-diethyl tartrate; Ti(Oi-Pr)4; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / -20 °C

11.2: 97 percent / t-BuOOH / CH₂Cl₂; 2,2,4-trimethyl-pentane / -20 °C

12.1: SO₃*pyridine; Et₃N / dimethylsulfoxide; CH₂Cl₂ / 0.5 h / 0 °C

13.1: NaHMDS / tetrahydrofuran / 1 h / 0 °C

13.2: 122.2 mg / tetrahydrofuran / 0.5 h / 0 °C

14.1: tetra-n-butylammonium fluoride / tetrahydrofuran / 0.83 h / 20 °C

15.1: 3.00 g / pyridinium p-toluenesulfonate / CH₂Cl₂ / 1.5 h / 20 °C

16.1: 2,6-lutidine / CH₂Cl₂ / 0.75 h / 0 °C

17.1: 3.68 g / EtSH; Zn(OTf)2; NaHCO₃ / CH₂Cl₂ / 48 h / 20 °C

18.1: 92 percent / piridinium p-toluenesulfonate / CH₂Cl₂ / 1.33 h / 20 °C

19.1: 9-BBN-H / tetrahydrofuran / 20 °C

19.2: aq. NaHCO₃; aq. H₂O₂ / tetrahydrofuran / 1.5 h / 20 °C

20.1: SO₃*pyridine; Et₃N / dimethylsulfoxide; CH₂Cl₂ / 0.83 h / 0 °C

21.1: toluene; diethyl ether / 0.5 h / -78 °C

22.1: 2.38 g / tetra-n-propylammonium perruthenate; N-methylmorpholine-N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 20 °C

23.1: tetra-n-bitylammonium fluoride / tetrahydrofuran / 1.17 h / 20 °C

24.1: 2.03 g / N-methylmorpholine / CH₂Cl₂ / 20 °C

25.1: 87 percent / SmI₂; methanol / tetrahydrofuran / 0.25 h / 0 °C

26.1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

27.1: DIBALH / CH₂Cl₂; hexane / 0.17 h / -78 °C

28.1: 2.06 g / toluene / 20 °C

29.1: 93 percent / tetra-n-butylammonium fluoride; acetic acid / tetrahydrofuran / 5 h / 20 °C

With 4-methyl-morpholine; 1H-imidazole; 2,6-dimethylpyridine; titanium(IV) isopropylate; methanol; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; samarium diiodide; tetrapropylammonium perruthennate; pyridine-SO₃ complex; 4 A molecular sieve; tetrabutyl ammonium fluoride; iodine; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; zinc trifluoromethanesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; acetic acid; 4-methylmorpholine N-oxide; (-)-diethyl tartrate; triethylamine; triphenylphosphine; ethanethiol; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; toluene; acetonitrile; 8.1: Wittig reaction / 11.1: Sharpless asymmetric epoxidation / 13.1: Wittig methylenation / 28.1: Wittig reaction;

DOI:10.1021/ja028167a

upstream raw materials:

(E)-4-((4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-2,2,9,10a-Tetramethyl-9-trimethylsilanyloxy-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-8-yl)-but-2-enoic acid benzyl ester

2-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-yl]-ethanol

tert-Butyl-[(2R,4S,5R)-4-(2-iodo-ethyl)-2-phenyl-[1,3]dioxan-5-yloxy]-dimethyl-silane

(3aS,4aR,7R,8aS,10aR)-7-Phenyl-octahydro-1,4,6,8-tetraoxa-benzo[f]azulen-2-one

Downstream raw materials:

C₃₄H₄₃O₁₀P

C₆₁H₈₂O₁₃

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 486394-97-2 (E)-4-((4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Hydroxy-2,2,9,10a-tetramethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-8-yl)-but-2-enoic acid benzyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send