(R)-6-((E)-2-{(4R,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-2,2,4-trimethyl-[1,3]dioxolan-4-yl}-vinyl)-3-phenylselanyl-tetrahydro-pyran-2-one

Base Information

• Chemical Name: (R)-6-((E)-2-{(4R,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-2,2,4-trimethyl-[1,3]dioxolan-4-yl}-vinyl)-3-phenylselanyl-tetrahydro-pyran-2-one
• CAS No.: 445235-72-3
• Molecular Formula: C₃₆H₅₂O₇SeSi
• Molecular Weight: 703.85

Synonyms:(R)-6-((E)-2-{(4R,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-2,2,4-trimethyl-[1,3]dioxolan-4-yl}-vinyl)-3-phenylselanyl-tetrahydro-pyran-2-one

Chemical Property of (R)-6-((E)-2-{(4R,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-2,2,4-trimethyl-[1,3]dioxolan-4-yl}-vinyl)-3-phenylselanyl-tetrahydro-pyran-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-6-((E)-2-{(4R,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-2,2,4-trimethyl-[1,3]dioxolan-4-yl}-vinyl)-3-phenylselanyl-tetrahydro-pyran-2-one

There total 11 articles about (R)-6-((E)-2-{(4R,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-2,2,4-trimethyl-[1,3]dioxolan-4-yl}-vinyl)-3-phenylselanyl-tetrahydro-pyran-2-one 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:

methyl (2E,5R)-5,6-isopropylidenedioxy-2-methyl-2-hexenoate (445235-60-9) → (R)-6-((E)-2-{(4R,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-2,2,4-trimethyl-[1,3]dioxolan-4-yl}-vinyl)-3-phenylselanyl-tetrahydro-pyran-2-one (445235-72-3)

Guidance literature:

Multi-step reaction with 12 steps

1.1: LiAlH₄ / diethyl ether / 2 h / ice-cooling

2.1: 2.66 g / triethylamine / CH₂Cl₂ / 2 h / ice-cooling

3.1: aq. (DHQ)2PHAL; methanesulfonamide; K₂CO₃ / K₂OsO₂(OH)4; K₃Fe(CN)6 / 2-methyl-propan-2-ol / 2 h / 0 °C

4.1: p-TsOH*H₂O / 1 h / 20 °C

5.1: 408 mg / Zn(NO₃)2*6H₂O / acetonitrile / 3 h / 50 °C

6.1: dibutyltin oxide / toluene / 12 h / Heating

6.2: 84 percent / tetrabutylammonium iodide / toluene / 1.5 h / Heating

7.1: 2,6-lutidine / CH₂Cl₂ / 0.25 h / 20 °C

8.1: 676 mg / aq. KOH / methanol; tetrahydrofuran / 1 h / 20 °C

9.1: N-methylmorpholine N-oxide; tetrapropylammonium perruthenate; molecular sieves 4A / CH₂Cl₂ / 1.5 h / 20 °C

10.1: 402 mg / DBU; lithium chloride / acetonitrile / 2.5 h / 20 °C

11.1: LiAlH₄; ethanol; (R)-bi-2-naphthol / tetrahydrofuran / -100 - -78 °C

11.2: 460 mg / TsOH*H₂O; molecular sieves 4A / benzene / 0.5 h / Heating

12.1: sodium bistrimethylsilylamide; Me₃SiCl / tetrahydrofuran / 0.33 h / -78 °C

12.2: 94 percent / tetrahydrofuran / 4 h / -78 °C

With 2,6-dimethylpyridine; potassium hydroxide; zinc(II) nitrate; lithium aluminium tetrahydride; chloro-trimethyl-silane; tetrapropylammonium perruthennate; Hydroquinone 1,4-phthalazinediyl diether; ethanol; methanesulfonamide; 4 A molecular sieve; (R)-1,1'-Bi-2-naphthol; sodium hexamethyldisilazane; di(n-butyl)tin oxide; potassium carbonate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride; potassium dioxotetrahydroxoosmate(VI); potassium hexacyanoferrate(III); In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene; acetonitrile; tert-butyl alcohol; 10.1: Horner-Emmons reaction;

DOI:10.1021/ja030133v

Reference yield:

(2E,5R)-5,6-isopropylidenedioxy-2-methyl-2-hexen-1-ol (445235-61-0) → (R)-6-((E)-2-{(4R,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-2,2,4-trimethyl-[1,3]dioxolan-4-yl}-vinyl)-3-phenylselanyl-tetrahydro-pyran-2-one (445235-72-3)

Guidance literature:

Multi-step reaction with 11 steps

1.1: 2.66 g / triethylamine / CH₂Cl₂ / 2 h / ice-cooling

2.1: aq. (DHQ)2PHAL; methanesulfonamide; K₂CO₃ / K₂OsO₂(OH)4; K₃Fe(CN)6 / 2-methyl-propan-2-ol / 2 h / 0 °C

3.1: p-TsOH*H₂O / 1 h / 20 °C

4.1: 408 mg / Zn(NO₃)2*6H₂O / acetonitrile / 3 h / 50 °C

5.1: dibutyltin oxide / toluene / 12 h / Heating

5.2: 84 percent / tetrabutylammonium iodide / toluene / 1.5 h / Heating

6.1: 2,6-lutidine / CH₂Cl₂ / 0.25 h / 20 °C

7.1: 676 mg / aq. KOH / methanol; tetrahydrofuran / 1 h / 20 °C

8.1: N-methylmorpholine N-oxide; tetrapropylammonium perruthenate; molecular sieves 4A / CH₂Cl₂ / 1.5 h / 20 °C

9.1: 402 mg / DBU; lithium chloride / acetonitrile / 2.5 h / 20 °C

10.1: LiAlH₄; ethanol; (R)-bi-2-naphthol / tetrahydrofuran / -100 - -78 °C

10.2: 460 mg / TsOH*H₂O; molecular sieves 4A / benzene / 0.5 h / Heating

11.1: sodium bistrimethylsilylamide; Me₃SiCl / tetrahydrofuran / 0.33 h / -78 °C

11.2: 94 percent / tetrahydrofuran / 4 h / -78 °C

With 2,6-dimethylpyridine; potassium hydroxide; zinc(II) nitrate; lithium aluminium tetrahydride; chloro-trimethyl-silane; tetrapropylammonium perruthennate; Hydroquinone 1,4-phthalazinediyl diether; ethanol; methanesulfonamide; 4 A molecular sieve; (R)-1,1'-Bi-2-naphthol; sodium hexamethyldisilazane; di(n-butyl)tin oxide; potassium carbonate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride; potassium dioxotetrahydroxoosmate(VI); potassium hexacyanoferrate(III); In tetrahydrofuran; methanol; dichloromethane; toluene; acetonitrile; tert-butyl alcohol; 9.1: Horner-Emmons reaction;

DOI:10.1021/ja030133v

Reference yield:

(2E,5R)-1-benzoyloxy-5,6-isopropylidenedioxy-2-methyl-2-hexene (445235-62-1) → (R)-6-((E)-2-{(4R,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-2,2,4-trimethyl-[1,3]dioxolan-4-yl}-vinyl)-3-phenylselanyl-tetrahydro-pyran-2-one (445235-72-3)

Guidance literature:

Multi-step reaction with 10 steps

1.1: aq. (DHQ)2PHAL; methanesulfonamide; K₂CO₃ / K₂OsO₂(OH)4; K₃Fe(CN)6 / 2-methyl-propan-2-ol / 2 h / 0 °C

2.1: p-TsOH*H₂O / 1 h / 20 °C

3.1: 408 mg / Zn(NO₃)2*6H₂O / acetonitrile / 3 h / 50 °C

4.1: dibutyltin oxide / toluene / 12 h / Heating

4.2: 84 percent / tetrabutylammonium iodide / toluene / 1.5 h / Heating

5.1: 2,6-lutidine / CH₂Cl₂ / 0.25 h / 20 °C

6.1: 676 mg / aq. KOH / methanol; tetrahydrofuran / 1 h / 20 °C

7.1: N-methylmorpholine N-oxide; tetrapropylammonium perruthenate; molecular sieves 4A / CH₂Cl₂ / 1.5 h / 20 °C

8.1: 402 mg / DBU; lithium chloride / acetonitrile / 2.5 h / 20 °C

9.1: LiAlH₄; ethanol; (R)-bi-2-naphthol / tetrahydrofuran / -100 - -78 °C

9.2: 460 mg / TsOH*H₂O; molecular sieves 4A / benzene / 0.5 h / Heating

10.1: sodium bistrimethylsilylamide; Me₃SiCl / tetrahydrofuran / 0.33 h / -78 °C

10.2: 94 percent / tetrahydrofuran / 4 h / -78 °C

With 2,6-dimethylpyridine; potassium hydroxide; zinc(II) nitrate; lithium aluminium tetrahydride; chloro-trimethyl-silane; tetrapropylammonium perruthennate; Hydroquinone 1,4-phthalazinediyl diether; ethanol; methanesulfonamide; 4 A molecular sieve; (R)-1,1'-Bi-2-naphthol; sodium hexamethyldisilazane; di(n-butyl)tin oxide; potassium carbonate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; potassium dioxotetrahydroxoosmate(VI); potassium hexacyanoferrate(III); In tetrahydrofuran; methanol; dichloromethane; toluene; acetonitrile; tert-butyl alcohol; 8.1: Horner-Emmons reaction;

DOI:10.1021/ja030133v

upstream raw materials:

(2E,5R)-5,6-isopropylidenedioxy-2-methyl-2-hexen-1-ol

methyl (2E,5R)-5,6-isopropylidenedioxy-2-methyl-2-hexenoate

(2E,5R)-1-benzoyloxy-5,6-isopropylidenedioxy-2-methyl-2-hexene

(2R,4R,5R)-6-benzoyloxy-4,5-isopropylidenedioxy-5-methyl-1,2-hexanediol

Downstream raw materials:

(6R,1'E,3'R,4'R,6'R)-6-(6'-tert-butyldimethylsiloxy-3',4'-isopropylidenedioxy-7'-p-methoxybenzyloxy-3'-methyl-1'-heptenyl)-5,6-dihydro-2H-pyran-2-one

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 445235-72-3 (R)-6-((E)-2-{(4R,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-2,2,4-trimethyl-[1,3]dioxolan-4-yl}-vinyl)-3-phenylselanyl-tetrahydro-pyran-2-one

Send

Send

Metric Ton KG G Pound L ML

Send

Send