(+)-(1R,3R,5R,6S,7S,8S,9R,10S,11R,12R)-10,12-dibenzyloxy-3-ethoxy-6,11-dimethyl-2-oxatetracyclo[6.4.0.0^3,7.0^5,9]dodecan-6-ol

Base Information

• Chemical Name: (+)-(1R,3R,5R,6S,7S,8S,9R,10S,11R,12R)-10,12-dibenzyloxy-3-ethoxy-6,11-dimethyl-2-oxatetracyclo[6.4.0.0^3,7.0^5,9]dodecan-6-ol
• CAS No.: 188557-58-6
• Molecular Formula: C₂₉H₃₆O₅
• Molecular Weight: 464.602

Synonyms:(+)-(1R,3R,5R,6S,7S,8S,9R,10S,11R,12R)-10,12-dibenzyloxy-3-ethoxy-6,11-dimethyl-2-oxatetracyclo[6.4.0.0^3,7.0^5,9]dodecan-6-ol

Chemical Property of (+)-(1R,3R,5R,6S,7S,8S,9R,10S,11R,12R)-10,12-dibenzyloxy-3-ethoxy-6,11-dimethyl-2-oxatetracyclo[6.4.0.0^3,7.0^5,9]dodecan-6-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(1R,3R,5R,6S,7S,8S,9R,10S,11R,12R)-10,12-dibenzyloxy-3-ethoxy-6,11-dimethyl-2-oxatetracyclo[6.4.0.0^3,7.0^5,9]dodecan-6-ol

There total 17 articles about (+)-(1R,3R,5R,6S,7S,8S,9R,10S,11R,12R)-10,12-dibenzyloxy-3-ethoxy-6,11-dimethyl-2-oxatetracyclo[6.4.0.0^3,7.0^5,9]dodecan-6-ol 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: 65.0%

trimethylaluminum (75-24-1) + (+)-(1R,3R,5R,7R,8S,9R,10S,11R,12R)-10,12-dibenzyloxy-3-ethoxy-11-methyl-2-oxatetracyclo[6.4.0.03,7.05,9]dodecan-6-one (188557-56-4) → (+)-(1R,3R,5R,6R,7S,8S,9R,10S,11R,12R)-10,12-dibenzyloxy-3-ethoxy-6,11-dimethyl-2-oxatetracyclo[6.4.0.03,7.05,9]dodecan-6-ol + (+)-(1R,3R,5R,6S,7S,8S,9R,10S,11R,12R)-10,12-dibenzyloxy-3-ethoxy-6,11-dimethyl-2-oxatetracyclo[6.4.0.03,7.05,9]dodecan-6-ol (188557-58-6)

Guidance literature:

In toluene; at 0 ℃; for 15h;

DOI:10.1016/S0040-4020(97)00065-3

Reference yield:

(meso)-(1R*,2R*,3S*,6R*,7S*,8S*)-1,8,9,10-Tetrachlor-11,11-dimethoxytricyclo<6.2.1.02,7>undeca-4,9-dien-3,6-diol (101199-21-7) → (+)-(1R,3R,5R,6S,7S,8S,9R,10S,11R,12R)-10,12-dibenzyloxy-3-ethoxy-6,11-dimethyl-2-oxatetracyclo[6.4.0.03,7.05,9]dodecan-6-ol (188557-58-6)

Guidance literature:

Multi-step reaction with 12 steps

1: 75 percent / H⁺, molecular sieves / CH₂Cl₂ / 24 h / Ambient temperature

2: 100 percent / 2,6-lutidine / dimethylformamide / 2 h / 0 °C

3: 92 percent / CrO₃, H₂SO₄ / acetone / 0.42 h / 0 °C

4: Et₃N / diethyl ether / 0 °C

5: OsO₄, NMO / tetrahydrofuran; H₂O; acetone / 18 h / Ambient temperature

6: NaBH₄ / methanol / 1 h / 0 °C

7: PPTS / 5 h / Ambient temperature

8: 3 h / Heating

9: MeOH, H⁺ / 15 h / Ambient temperature

10: NaH, Bu₄N⁺I^- / tetrahydrofuran / 2 h / Heating

11: aq. HCl / dioxane / 3 h / Heating

12: 65 percent / toluene / 15 h / 0 °C

With 2,6-dimethylpyridine; chromium(VI) oxide; hydrogenchloride; methanol; sodium tetrahydroborate; osmium(VIII) oxide; N-methyl-2-indolinone; molecular sieve; sulfuric acid; pyridinium p-toluenesulfonate; hydrogen cation; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene;

DOI:10.1016/S0040-4020(97)00065-3

Reference yield:

benzyl bromide (100-39-0) → (+)-(1R,3R,5R,6S,7S,8S,9R,10S,11R,12R)-10,12-dibenzyloxy-3-ethoxy-6,11-dimethyl-2-oxatetracyclo[6.4.0.03,7.05,9]dodecan-6-ol (188557-58-6)

Guidance literature:

Multi-step reaction with 3 steps

1: NaH, Bu₄N⁺I^- / tetrahydrofuran / 2 h / Heating

2: aq. HCl / dioxane / 3 h / Heating

3: 65 percent / toluene / 15 h / 0 °C

With hydrogenchloride; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; 1,4-dioxane; toluene;

DOI:10.1016/S0040-4020(97)00065-3

upstream raw materials:

methyllithium

(+)-(1R,3R,5R,7R,8S,9R,10S,11R,12R)-10,12-dibenzyloxy-3-ethoxy-11-methyl-2-oxatetracyclo[6.4.0.0^3,7.0^5,9]dodecan-6-one

trimethylaluminum

(meso)-(1R*,2R*,3S*,6R*,7S*,8S*)-1,8,9,10-Tetrachlor-11,11-dimethoxytricyclo<6.2.1.0^2,7>undeca-4,9-dien-3,6-diol

Downstream raw materials:

(1R,6R,7S,8R,9R,10R)-5-acetyl-7,9-dibenzyloxy-8-methyl-10-hydroxybicyclo[4.4.0]dec-4-en-3-one

(4R,4aR,5S,6R,7R,8R,8aR)-4-Acetyl-5,7-bis-benzyloxy-8-hydroxy-6-methyl-octahydro-naphthalen-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 188557-58-6 (+)-(1R,3R,5R,6S,7S,8S,9R,10S,11R,12R)-10,12-dibenzyloxy-3-ethoxy-6,11-dimethyl-2-oxatetracyclo[6.4.0.0^3,7.0^5,9]dodecan-6-ol

Send

Send

Metric Ton KG G Pound L ML

Send

Send