(1S,3R,7S,8S,9R,10R,11R)-9-Benzyloxymethyl-7,11-dihydroxy-10-methoxymethoxymethyl-4-oxa-tricyclo[5.3.1.0^3,8]undecan-5-one

Base Information

• Chemical Name: (1S,3R,7S,8S,9R,10R,11R)-9-Benzyloxymethyl-7,11-dihydroxy-10-methoxymethoxymethyl-4-oxa-tricyclo[5.3.1.0^3,8]undecan-5-one
• CAS No.: 312924-35-9
• Molecular Formula: C₂₁H₂₈O₇
• Molecular Weight: 392.449

Synonyms:(1S,3R,7S,8S,9R,10R,11R)-9-Benzyloxymethyl-7,11-dihydroxy-10-methoxymethoxymethyl-4-oxa-tricyclo[5.3.1.0^3,8]undecan-5-one

Chemical Property of (1S,3R,7S,8S,9R,10R,11R)-9-Benzyloxymethyl-7,11-dihydroxy-10-methoxymethoxymethyl-4-oxa-tricyclo[5.3.1.0^3,8]undecan-5-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,3R,7S,8S,9R,10R,11R)-9-Benzyloxymethyl-7,11-dihydroxy-10-methoxymethoxymethyl-4-oxa-tricyclo[5.3.1.0^3,8]undecan-5-one

There total 6 articles about (1S,3R,7S,8S,9R,10R,11R)-9-Benzyloxymethyl-7,11-dihydroxy-10-methoxymethoxymethyl-4-oxa-tricyclo[5.3.1.0^3,8]undecan-5-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:

(1S,3R,7S,8S,9R,10R,11R)-9-Benzyloxymethyl-11-hydroxy-10-methoxymethoxymethyl-7-trimethylsilanyloxy-4-oxa-tricyclo[5.3.1.03,8]undecan-5-one (312924-02-0) → (1S,3R,7S,8S,9R,10R,11R)-9-Benzyloxymethyl-7,11-dihydroxy-10-methoxymethoxymethyl-4-oxa-tricyclo[5.3.1.03,8]undecan-5-one (312924-35-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃;

DOI:10.1021/ol000290o

Reference yield:

(1S,3R,7R,8S,9R,10S,11S)-9-Benzyloxymethyl-10-hydroxymethyl-11-methyl-7-trimethylsilanyloxy-4-oxa-tricyclo[5.3.1.03,8]undecan-5-one (312923-90-3) → (1S,3R,7S,8S,9R,10R,11R)-9-Benzyloxymethyl-7,11-dihydroxy-10-methoxymethoxymethyl-4-oxa-tricyclo[5.3.1.03,8]undecan-5-one (312924-35-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 33 percent / I₂; PhI(OAc)2 / CH₂Cl₂ / 0 °C / Photolysis

2.1: 85 percent / i-Pr₂NEt / CH₂Cl₂ / 20 °C

3.1: O₃ / CH₂Cl₂ / -78 °C

3.2: 89 percent / Ph₃P / CH₂Cl₂ / -78 - 20 °C

4.1: Zn(BH₄)2 / diethyl ether / 0 °C

5.1: tetrabutylammonium fluoride / tetrahydrofuran / 0 °C

With zinc(II) tetrahydroborate; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; iodine; ozone; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Dehydrogenation / 2.1: Alkylation / 3.1: ozonation / 3.2: Ring cleavage / 4.1: Reduction / 5.1: Elimination;

DOI:10.1021/ol000290o

Reference yield:

(1S,3R,7S,8S,9R,10S)-9-Benzyloxymethyl-10-hydroxymethyl-11-methylene-7-trimethylsilanyloxy-4-oxa-tricyclo[5.3.1.03,8]undecan-5-one (312923-92-5) → (1S,3R,7S,8S,9R,10R,11R)-9-Benzyloxymethyl-7,11-dihydroxy-10-methoxymethoxymethyl-4-oxa-tricyclo[5.3.1.03,8]undecan-5-one (312924-35-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 85 percent / i-Pr₂NEt / CH₂Cl₂ / 20 °C

2.1: O₃ / CH₂Cl₂ / -78 °C

2.2: 89 percent / Ph₃P / CH₂Cl₂ / -78 - 20 °C

3.1: Zn(BH₄)2 / diethyl ether / 0 °C

4.1: tetrabutylammonium fluoride / tetrahydrofuran / 0 °C

With zinc(II) tetrahydroborate; tetrabutyl ammonium fluoride; ozone; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Alkylation / 2.1: ozonation / 2.2: Ring cleavage / 3.1: Reduction / 4.1: Elimination;

DOI:10.1021/ol000290o

upstream raw materials:

(1S,3R,7S,8S,9R,10R,11R)-9-Benzyloxymethyl-11-hydroxy-10-methoxymethoxymethyl-7-trimethylsilanyloxy-4-oxa-tricyclo[5.3.1.0^3,8]undecan-5-one

(1S,3R,7R,8S,9R,10S,11S)-9-Benzyloxymethyl-10-hydroxymethyl-11-methyl-7-trimethylsilanyloxy-4-oxa-tricyclo[5.3.1.0^3,8]undecan-5-one

(1S,3R,7S,8S,9R,10S)-9-Benzyloxymethyl-10-hydroxymethyl-11-methylene-7-trimethylsilanyloxy-4-oxa-tricyclo[5.3.1.0^3,8]undecan-5-one

(1S,3R,7S,8S,9R,10R)-9-Benzyloxymethyl-10-methoxymethoxymethyl-7-trimethylsilanyloxy-4-oxa-tricyclo[5.3.1.0^3,8]undecane-5,11-dione

Downstream raw materials:

C₂₁H₂₆O₇C₃H₆

C₂₅H₃₂O₇

C₂₆H₃₄O₇

C₂₅H₃₄O₇

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 312924-35-9 (1S,3R,7S,8S,9R,10R,11R)-9-Benzyloxymethyl-7,11-dihydroxy-10-methoxymethoxymethyl-4-oxa-tricyclo[5.3.1.0^3,8]undecan-5-one

Send

Send

Metric Ton KG G Pound L ML

Send

Send