Acetic acid (1R,2R,4S,5R,6S,8S,10R,11R)-11-allyl-5-benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-10-hydroxy-2-methyl-10-phenylethynyl-12-oxa-tricyclo[6.3.1.0^1,6]dodec-4-yl ester

Base Information

• Chemical Name: Acetic acid (1R,2R,4S,5R,6S,8S,10R,11R)-11-allyl-5-benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-10-hydroxy-2-methyl-10-phenylethynyl-12-oxa-tricyclo[6.3.1.0^1,6]dodec-4-yl ester
• CAS No.: 200264-97-7
• Molecular Formula: C₃₉H₅₂O₆Si
• Molecular Weight: 644.924

Synonyms:Acetic acid (1R,2R,4S,5R,6S,8S,10R,11R)-11-allyl-5-benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-10-hydroxy-2-methyl-10-phenylethynyl-12-oxa-tricyclo[6.3.1.0^1,6]dodec-4-yl ester

Chemical Property of Acetic acid (1R,2R,4S,5R,6S,8S,10R,11R)-11-allyl-5-benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-10-hydroxy-2-methyl-10-phenylethynyl-12-oxa-tricyclo[6.3.1.0^1,6]dodec-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (1R,2R,4S,5R,6S,8S,10R,11R)-11-allyl-5-benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-10-hydroxy-2-methyl-10-phenylethynyl-12-oxa-tricyclo[6.3.1.0^1,6]dodec-4-yl ester

There total 15 articles about Acetic acid (1R,2R,4S,5R,6S,8S,10R,11R)-11-allyl-5-benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-10-hydroxy-2-methyl-10-phenylethynyl-12-oxa-tricyclo[6.3.1.0^1,6]dodec-4-yl 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: 43.0%

N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide (24589-78-4) + Acetic acid (1R,2R,4S,5R,6S,8S,11S)-11-allyl-5-benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-10-oxo-12-oxa-tricyclo[6.3.1.01,6]dodec-4-yl ester (200264-95-5) + lithium phenylacetylide (4440-01-1) → Acetic acid (1R,2R,4S,5R,6S,8S,10R,11R)-11-allyl-5-benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-10-hydroxy-2-methyl-10-phenylethynyl-12-oxa-tricyclo[6.3.1.01,6]dodec-4-yl ester (200264-97-7) + Acetic acid (1R,2R,4S,5R,6S,8S,10R,11S)-11-allyl-5-benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-10-phenylethynyl-10-trimethylsilanyloxy-12-oxa-tricyclo[6.3.1.01,6]dodec-4-yl ester (200264-96-6)

Guidance literature:

Acetic acid (1R,2R,4S,5R,6S,8S,11S)-11-allyl-5-benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-10-oxo-12-oxa-tricyclo[6.3.1.0^1,6]dodec-4-yl ester; lithium phenylacetylide; With lithium bromide; In tetrahydrofuran; at -78 ℃;

N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide; In tetrahydrofuran;

DOI:10.1021/ja972279y

Reference yield:

(S)-5-((R)-1-Benzyloxy-allyl)-dihydro-furan-2-one (116386-71-1) → Acetic acid (1R,2R,4S,5R,6S,8S,10R,11R)-11-allyl-5-benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-10-hydroxy-2-methyl-10-phenylethynyl-12-oxa-tricyclo[6.3.1.01,6]dodec-4-yl ester (200264-97-7)

Guidance literature:

Multi-step reaction with 13 steps

1.1: LDA / -78 °C

2.1: n-BuLi / tetrahydrofuran / -78 °C

2.2: 98 percent / tetrahydrofuran

3.1: 97 percent / pyridine / CH₂Cl₂ / 0 °C

4.1: 100 percent / NaBH₄ / methanol / 0 °C

5.1: 100 percent / m-chloroperoxybenzoic acid / tetrahydrofuran / 0 °C

6.1: 96 percent / DMAP; pyridine

7.1: 84 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 80 °C

8.1: H₂ / Pd/C / ethyl acetate / 2534.03 Torr

8.2: tetrahydrofuran / Heating

9.1: 98 percent / DMAP; pyridine / 0 °C

10.1: 93 percent / SeO₂; t-BuO₂H / CH₂Cl₂

11.1: 92 percent / MnO₂ / CH₂Cl₂

12.1: 96 percent / CuCN / diethyl ether / -60 °C

13.1: LiBr / tetrahydrofuran / -78 °C

13.2: 33 percent / tetrahydrofuran

With pyridine; tert.-butylhydroperoxide; dmap; manganese(IV) oxide; sodium tetrahydroborate; n-butyllithium; selenium(IV) oxide; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; lithium bromide; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; acetonitrile; 1.1: Metallation / 1.2: Methylation / 2.1: Metallation / 2.2: Addition / 3.1: Acetylation / 4.1: Reduction / 5.1: Oxidation / 6.1: Acetylation / 7.1: Cycloaddition / 8.1: Hydrogenation / 8.2: Wittig olefination / 9.1: Acetylation / 10.1: Oxidation / 11.1: Oxidation / 12.1: Addition / 13.1: Addition / 13.2: silylation;

DOI:10.1021/ja972279y

Reference yield:

(S)-2-((R)-1-benzyloxy-allyl)-oxirane (110009-21-7,115586-66-8,110044-33-2) → Acetic acid (1R,2R,4S,5R,6S,8S,10R,11R)-11-allyl-5-benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-10-hydroxy-2-methyl-10-phenylethynyl-12-oxa-tricyclo[6.3.1.01,6]dodec-4-yl ester (200264-97-7)

Guidance literature:

Multi-step reaction with 15 steps

1.1: BF₃*OEt₂ / tetrahydrofuran / -78 °C

2.1: TsOH / CH₂Cl₂

3.1: LDA / -78 °C

4.1: n-BuLi / tetrahydrofuran / -78 °C

4.2: 98 percent / tetrahydrofuran

5.1: 97 percent / pyridine / CH₂Cl₂ / 0 °C

6.1: 100 percent / NaBH₄ / methanol / 0 °C

7.1: 100 percent / m-chloroperoxybenzoic acid / tetrahydrofuran / 0 °C

8.1: 96 percent / DMAP; pyridine

9.1: 84 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 80 °C

10.1: H₂ / Pd/C / ethyl acetate / 2534.03 Torr

10.2: tetrahydrofuran / Heating

11.1: 98 percent / DMAP; pyridine / 0 °C

12.1: 93 percent / SeO₂; t-BuO₂H / CH₂Cl₂

13.1: 92 percent / MnO₂ / CH₂Cl₂

14.1: 96 percent / CuCN / diethyl ether / -60 °C

15.1: LiBr / tetrahydrofuran / -78 °C

15.2: 33 percent / tetrahydrofuran

With pyridine; tert.-butylhydroperoxide; dmap; manganese(IV) oxide; sodium tetrahydroborate; n-butyllithium; selenium(IV) oxide; boron trifluoride diethyl etherate; hydrogen; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; lithium bromide; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; acetonitrile; 1.1: Ring cleavage / 2.1: Cyclization / 3.1: Metallation / 3.2: Methylation / 4.1: Metallation / 4.2: Addition / 5.1: Acetylation / 6.1: Reduction / 7.1: Oxidation / 8.1: Acetylation / 9.1: Cycloaddition / 10.1: Hydrogenation / 10.2: Wittig olefination / 11.1: Acetylation / 12.1: Oxidation / 13.1: Oxidation / 14.1: Addition / 15.1: Addition / 15.2: silylation;

DOI:10.1021/ja972279y

upstream raw materials:

N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide

Acetic acid (1R,2R,4S,5R,6S,8S,11S)-11-allyl-5-benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-10-oxo-12-oxa-tricyclo[6.3.1.0^1,6]dodec-4-yl ester

lithium phenylacetylide

(S)-5-((R)-1-Benzyloxy-allyl)-dihydro-furan-2-one

Downstream raw materials:

C₄₀H₆₀O₅Si₂

C₃₇H₄₄O₈Si

C₃₈H₄₄O₇Si

C₃₅H₅₆O₇Si₂

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 200264-97-7 Acetic acid (1R,2R,4S,5R,6S,8S,10R,11R)-11-allyl-5-benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-10-hydroxy-2-methyl-10-phenylethynyl-12-oxa-tricyclo[6.3.1.0^1,6]dodec-4-yl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send