(E)-3-{(2R,3R)-3-[(1R,2R,3S,4R,5R)-3,4-Bis-benzyloxy-11-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-1,5-dimethyl-5-triethylsilanyloxy-undecyl]-2-methyl-oxiranyl}-acrylic acid methyl ester

Base Information

• Chemical Name: (E)-3-{(2R,3R)-3-[(1R,2R,3S,4R,5R)-3,4-Bis-benzyloxy-11-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-1,5-dimethyl-5-triethylsilanyloxy-undecyl]-2-methyl-oxiranyl}-acrylic acid methyl ester
• CAS No.: 864712-80-1
• Molecular Formula: C₅₆H₈₀O₈Si₂
• Molecular Weight: 937.417

Synonyms:(E)-3-{(2R,3R)-3-[(1R,2R,3S,4R,5R)-3,4-Bis-benzyloxy-11-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-1,5-dimethyl-5-triethylsilanyloxy-undecyl]-2-methyl-oxiranyl}-acrylic acid methyl ester

Chemical Property of (E)-3-{(2R,3R)-3-[(1R,2R,3S,4R,5R)-3,4-Bis-benzyloxy-11-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-1,5-dimethyl-5-triethylsilanyloxy-undecyl]-2-methyl-oxiranyl}-acrylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-{(2R,3R)-3-[(1R,2R,3S,4R,5R)-3,4-Bis-benzyloxy-11-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-1,5-dimethyl-5-triethylsilanyloxy-undecyl]-2-methyl-oxiranyl}-acrylic acid methyl ester

There total 30 articles about (E)-3-{(2R,3R)-3-[(1R,2R,3S,4R,5R)-3,4-Bis-benzyloxy-11-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-1,5-dimethyl-5-triethylsilanyloxy-undecyl]-2-methyl-oxiranyl}-acrylic acid methyl 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:

(2R,3R,4R)-2,3-bis(benzyloxy)-10-t-butyldiphenylsiloxy-4-triethylsiloxy-4-methyldecanal (864712-67-4) → (E)-3-{(2R,3R)-3-[(1R,2R,3S,4R,5R)-3,4-Bis-benzyloxy-11-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-1,5-dimethyl-5-triethylsilanyloxy-undecyl]-2-methyl-oxiranyl}-acrylic acid methyl ester (864712-80-1)

Guidance literature:

Multi-step reaction with 12 steps

1.1: NaH / tetrahydrofuran

1.2: DIBAL-H / CH₂Cl₂; tetrahydrofuran

2.1: 20 percent / Ti(O-iPr)4; D-(-)-DET; t-butylhydroperoxide / CH₂Cl₂

3.1: 87 percent / CuCN / diethyl ether / 8 h / 0 °C

4.1: 100 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 7 h / 20 °C

5.1: 64 percent / DIBAL-H / toluene / 8 h / 0 °C

6.1: 98.1 mg / Dess Martin periodinane; NaHCO₃ / CH₂Cl₂ / 4 h / 20 °C

7.1: 101 mg / benzene / 18 h / 100 °C

8.1: 100 percent / LiBH₄ / tetrahydrofuran / 3.5 h / 20 °C

9.1: 75 percent / mCPBA; NaHCO₃ / CH₂Cl₂ / 1 h / -22 °C

10.1: 237 mg / N-methylmorpholine N-oxide; tetrapropylammonium perruthenate / CH₂Cl₂ / 1.5 h / 20 °C

11.1: 250 mg / benzene / 12 h / 100 °C

12.1: 95 percent / DDQ / CH₂Cl₂; H₂O / 0.83 h / 0 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium borohydride; tetrapropylammonium perruthennate; diethyl (2S,3S)-tartrate; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; pyridinium p-toluenesulfonate; In tetrahydrofuran; diethyl ether; dichloromethane; water; toluene; benzene; 6.1: Dess Martin oxidation / 7.1: Wittig reaction / 9.1: Miyashita epoxidation;

DOI:10.1246/bcsj.79.468

Reference yield:

(E,4S,5R,6R)-methyl 4,5-bis(benzyloxy)-12-t-butyldiphenylsiloxy-6-triethylsiloxy-6-methyldodec-2-enoate (887768-95-8) → (E)-3-{(2R,3R)-3-[(1R,2R,3S,4R,5R)-3,4-Bis-benzyloxy-11-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-1,5-dimethyl-5-triethylsilanyloxy-undecyl]-2-methyl-oxiranyl}-acrylic acid methyl ester (864712-80-1)

Guidance literature:

Multi-step reaction with 15 steps

1: 100 percent / N-methylmorpholine N-oxide / OsO₄ / acetone; H₂O; 2-methyl-propan-2-ol / 40 h / 0 - 20 °C

2: 100 percent / LiBH₄ / tetrahydrofuran / 2 h / 0 °C

3: 81 percent / benzene / 1.5 h / 20 °C

4: 515 mg / 4-(dimethylamino)pyridine / pyridine / 12 h / 20 °C

5: 424 mg / NaOMe / methanol; tetrahydrofuran / 4 h / 0 °C

6: 87 percent / CuCN / diethyl ether / 8 h / 0 °C

7: 100 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 7 h / 20 °C

8: 64 percent / DIBAL-H / toluene / 8 h / 0 °C

9: 98.1 mg / Dess Martin periodinane; NaHCO₃ / CH₂Cl₂ / 4 h / 20 °C

10: 101 mg / benzene / 18 h / 100 °C

11: 100 percent / LiBH₄ / tetrahydrofuran / 3.5 h / 20 °C

12: 75 percent / mCPBA; NaHCO₃ / CH₂Cl₂ / 1 h / -22 °C

13: 237 mg / N-methylmorpholine N-oxide; tetrapropylammonium perruthenate / CH₂Cl₂ / 1.5 h / 20 °C

14: 250 mg / benzene / 12 h / 100 °C

15: 95 percent / DDQ / CH₂Cl₂; H₂O / 0.83 h / 0 °C

With dmap; lithium borohydride; tetrapropylammonium perruthennate; sodium methylate; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; osmium(VIII) oxide; pyridinium p-toluenesulfonate; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; water; acetone; toluene; tert-butyl alcohol; benzene; 9: Dess Martin oxidation / 10: Wittig reaction / 12: Miyashita epoxidation;

DOI:10.1246/bcsj.79.468

Reference yield:

(2S,3R,4S,5R,6R)-4,5-bis(benzyloxy)-12-t-butyldiphenylsiloxy-6-triethylsiloxy-2,6-dimethyldodecane-1,3-diol (864712-66-3) → (E)-3-{(2R,3R)-3-[(1R,2R,3S,4R,5R)-3,4-Bis-benzyloxy-11-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-1,5-dimethyl-5-triethylsilanyloxy-undecyl]-2-methyl-oxiranyl}-acrylic acid methyl ester (864712-80-1)

Guidance literature:

Multi-step reaction with 9 steps

1: 100 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 7 h / 20 °C

2: 64 percent / DIBAL-H / toluene / 8 h / 0 °C

3: 98.1 mg / Dess Martin periodinane; NaHCO₃ / CH₂Cl₂ / 4 h / 20 °C

4: 101 mg / benzene / 18 h / 100 °C

5: 100 percent / LiBH₄ / tetrahydrofuran / 3.5 h / 20 °C

6: 75 percent / mCPBA; NaHCO₃ / CH₂Cl₂ / 1 h / -22 °C

7: 237 mg / N-methylmorpholine N-oxide; tetrapropylammonium perruthenate / CH₂Cl₂ / 1.5 h / 20 °C

8: 250 mg / benzene / 12 h / 100 °C

9: 95 percent / DDQ / CH₂Cl₂; H₂O / 0.83 h / 0 °C

With lithium borohydride; tetrapropylammonium perruthennate; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; pyridinium p-toluenesulfonate; In tetrahydrofuran; dichloromethane; water; toluene; benzene; 3: Dess Martin oxidation / 4: Wittig reaction / 6: Miyashita epoxidation;

DOI:10.1246/bcsj.79.468

upstream raw materials:

3,4-bis(benzyloxy)tetrahydro-5-methoxy-2-methyl-2-vinylfuran

((2R,3R,4R)-3,4-Bis-benzyloxy-5-methoxy-2-methyl-tetrahydro-furan-2-yl)-acetaldehyde

2-((2R,3R,4R)-3,4-Bis-benzyloxy-5-methoxy-2-methyl-tetrahydro-furan-2-yl)-ethanol

[(E)-6-((2R,3R,4R)-3,4-Bis-benzyloxy-5-methoxy-2-methyl-tetrahydro-furan-2-yl)-hex-4-enyloxy]-tert-butyl-diphenyl-silane

Downstream raw materials:

(2R,3R,4S,5R,6R)-2-{(2R,3R)-3-[(E)-2-(methoxycarbonyl)vinyl]-3-methyloxiran-2-yl}-4,5-bis(benzyloxy)-12-t-butyldiphenylsiloxy-6-triethylsiloxy-6-methyldodecan-3-yl dimethylcarbamate

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 864712-80-1 (E)-3-{(2R,3R)-3-[(1R,2R,3S,4R,5R)-3,4-Bis-benzyloxy-11-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-1,5-dimethyl-5-triethylsilanyloxy-undecyl]-2-methyl-oxiranyl}-acrylic acid methyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send