(1R,2R,3R,4R,5R,6S,8S)-4,5-Bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-12-oxa-tricyclo[6.3.1.0^1,6]dodec-9-en-11-one

Base Information

• Chemical Name: (1R,2R,3R,4R,5R,6S,8S)-4,5-Bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-12-oxa-tricyclo[6.3.1.0^1,6]dodec-9-en-11-one
• CAS No.: 916599-86-5
• Molecular Formula: C₃₉H₅₈O₆Si₂
• Molecular Weight: 679.057

Synonyms:(1R,2R,3R,4R,5R,6S,8S)-4,5-Bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-12-oxa-tricyclo[6.3.1.0^1,6]dodec-9-en-11-one

Chemical Property of (1R,2R,3R,4R,5R,6S,8S)-4,5-Bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-12-oxa-tricyclo[6.3.1.0^1,6]dodec-9-en-11-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R,3R,4R,5R,6S,8S)-4,5-Bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-12-oxa-tricyclo[6.3.1.0^1,6]dodec-9-en-11-one

There total 12 articles about (1R,2R,3R,4R,5R,6S,8S)-4,5-Bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-12-oxa-tricyclo[6.3.1.0^1,6]dodec-9-en-11-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:

acetic acid 6-[3,4-bis-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-hex-5-enyl]-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl ester (916599-85-4) → (1R,2R,3R,4R,5R,6S,8S)-4,5-Bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-12-oxa-tricyclo[6.3.1.01,6]dodec-9-en-11-one (916599-86-5) + (1S,2R,3R,4R,5R,6R,8R)-4,5-Bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-12-oxa-tricyclo[6.3.1.01,6]dodec-9-en-11-one (916599-87-6)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1021/ol062234e

Reference yield:

(4R,5R)-4,5-Bis-benzyloxy-hept-6-en-3-one (916599-82-1) → (1R,2R,3R,4R,5R,6S,8S)-4,5-Bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-12-oxa-tricyclo[6.3.1.01,6]dodec-9-en-11-one (916599-86-5)

Guidance literature:

Multi-step reaction with 8 steps

1.1: chlorodicyclohexylborane; triethylamine / diethyl ether; hexane / 2 h / -78 °C

1.2: diethyl ether; hexane / 40 h / -15 °C

2.1: 11.0 g / LiBH₄ / diethyl ether; hexane; tetrahydrofuran / 3 h / -78 °C

3.1: tetrahydrofuran / 0.58 h / -78 - 20 °C

4.1: 2,6-lutidine / CH₂Cl₂ / -78 - 0 °C

5.1: 2.6 g / citric acid / methanol / 3 h / 20 °C

6.1: VO(acac)2; tert-butylhydroperoxide / CH₂Cl₂ / 1.08 h / 20 °C

7.1: 10.6 g / pyridine; DMAP / 0 - 20 °C

8.1: DBU / CH₂Cl₂ / 18 h / 20 °C

With pyridine; 2,6-dimethylpyridine; tert.-butylhydroperoxide; dmap; lithium borohydride; bis(acetylacetonate)oxovanadium; dicyclohexylboron chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; citric acid; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane;

DOI:10.1021/ol062234e

Reference yield:

(4S,5R)-4,5-Bis-benzyloxy-hept-6-en-3-ol (916599-91-2) → (1R,2R,3R,4R,5R,6S,8S)-4,5-Bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-12-oxa-tricyclo[6.3.1.01,6]dodec-9-en-11-one (916599-86-5)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 97 percent / molecular sieves 4 Angstroem; 4-methylmorpholine N-oxide; TPAP / CH₂Cl₂; acetonitrile / 0 - 20 °C

2.1: chlorodicyclohexylborane; triethylamine / diethyl ether; hexane / 2 h / -78 °C

2.2: diethyl ether; hexane / 40 h / -15 °C

3.1: 11.0 g / LiBH₄ / diethyl ether; hexane; tetrahydrofuran / 3 h / -78 °C

4.1: tetrahydrofuran / 0.58 h / -78 - 20 °C

5.1: 2,6-lutidine / CH₂Cl₂ / -78 - 0 °C

6.1: 2.6 g / citric acid / methanol / 3 h / 20 °C

7.1: VO(acac)2; tert-butylhydroperoxide / CH₂Cl₂ / 1.08 h / 20 °C

8.1: 10.6 g / pyridine; DMAP / 0 - 20 °C

9.1: DBU / CH₂Cl₂ / 18 h / 20 °C

With pyridine; 2,6-dimethylpyridine; tert.-butylhydroperoxide; dmap; lithium borohydride; tetrapropylammonium perruthennate; bis(acetylacetonate)oxovanadium; 4 A molecular sieve; dicyclohexylboron chloride; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; citric acid; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; acetonitrile;

DOI:10.1021/ol062234e

upstream raw materials:

acetic acid 6-[3,4-bis-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-hex-5-enyl]-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl ester

(4S,5R)-4,5-Bis-benzyloxy-hept-6-en-3-ol

(4R,5R)-4,5-Bis-benzyloxy-hept-6-en-3-one

(1S,2R,3R,4S,5R)-4,5-Bis-benzyloxy-1-[5-(tert-butyl-dimethyl-silanyloxymethyl)-furan-2-yl]-2-methyl-hept-6-ene-1,3-diol

Downstream raw materials:

(1R,2R,3R,4R,5R,6S,8R)-4,5-Bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-11-methylene-12-oxa-tricyclo[6.3.1.0^1,6]dodecane

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 916599-86-5 (1R,2R,3R,4R,5R,6S,8S)-4,5-Bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-12-oxa-tricyclo[6.3.1.0^1,6]dodec-9-en-11-one

Send

Send

Metric Ton KG G Pound L ML

Send

Send