(R)-1-[(1R,2R,6S,7R,9R)-4,4-Dimethyl-8-((S)-1-phenyl-ethyl)-3,5-dioxa-8-aza-tricyclo[5.2.1.0^2,6]dec-9-yl]-ethanol

Base Information

• Chemical Name: (R)-1-[(1R,2R,6S,7R,9R)-4,4-Dimethyl-8-((S)-1-phenyl-ethyl)-3,5-dioxa-8-aza-tricyclo[5.2.1.0^2,6]dec-9-yl]-ethanol
• CAS No.: 347381-78-6
• Molecular Formula: C₁₉H₂₇NO₃
• Molecular Weight: 317.428

Synonyms:(R)-1-[(1R,2R,6S,7R,9R)-4,4-Dimethyl-8-((S)-1-phenyl-ethyl)-3,5-dioxa-8-aza-tricyclo[5.2.1.0^2,6]dec-9-yl]-ethanol

Chemical Property of (R)-1-[(1R,2R,6S,7R,9R)-4,4-Dimethyl-8-((S)-1-phenyl-ethyl)-3,5-dioxa-8-aza-tricyclo[5.2.1.0^2,6]dec-9-yl]-ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1-[(1R,2R,6S,7R,9R)-4,4-Dimethyl-8-((S)-1-phenyl-ethyl)-3,5-dioxa-8-aza-tricyclo[5.2.1.0^2,6]dec-9-yl]-ethanol

There total 7 articles about (R)-1-[(1R,2R,6S,7R,9R)-4,4-Dimethyl-8-((S)-1-phenyl-ethyl)-3,5-dioxa-8-aza-tricyclo[5.2.1.0^2,6]dec-9-yl]-ethanol 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: 46.0%

1-[(1R,2R,6S,7R,9R)-4,4-Dimethyl-8-[(S)-1-phenylethyl]-3,5-dioxa-8-aza-tricyclo[5.2.02,6]dec-9-yl]ethanone (347381-76-4) → (S)-1-[(1R,2R,6S,7R,9R)-4,4-Dimethyl-8-((S)-1-phenyl-ethyl)-3,5-dioxa-8-aza-tricyclo[5.2.1.02,6]dec-9-yl]-ethanol + (R)-1-[(1R,2R,6S,7R,9R)-4,4-Dimethyl-8-((S)-1-phenyl-ethyl)-3,5-dioxa-8-aza-tricyclo[5.2.1.02,6]dec-9-yl]-ethanol (347381-78-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1002/1521-3765(20010401)7:7<1431::AID-CHEM1431>3.0.CO;2-L

Reference yield:

(1R,3R,4S)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylic acid methyl ester (130195-74-3) → (R)-1-[(1R,2R,6S,7R,9R)-4,4-Dimethyl-8-((S)-1-phenyl-ethyl)-3,5-dioxa-8-aza-tricyclo[5.2.1.02,6]dec-9-yl]-ethanol (347381-78-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 100 percent / aq. NMO; OsO₄ / 2-methyl-propan-2-ol / 12 h / 20 °C

2: 89 percent / p-TsOH / methanol / 12 h / 40 - 50 °C

3: LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

4: DMSO; oxalyl chloride; TEA / CH₂Cl₂ / -78 °C

5: CeCl₃ / diethyl ether / 20 °C

6: DMSO; oxalyl chloride; TEA / CH₂Cl₂ / -78 °C

7: 46 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

With osmium(VIII) oxide; lithium aluminium tetrahydride; N-methyl-2-indolinone; cerium(III) chloride; oxalyl dichloride; TEA; toluene-4-sulfonic acid; dimethyl sulfoxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; tert-butyl alcohol; 4: Swern oxidation / 6: Swern oxidation;

DOI:10.1002/1521-3765(20010401)7:7<1431::AID-CHEM1431>3.0.CO;2-L

Reference yield:

(1R,3R,4R,5R,6S)-methyl 5,6-dihydroxy-2-((S)-1-phenylethyl)-2-azabicyclo[2.2.1]heptane-3-carboxylate (347381-79-7) → (R)-1-[(1R,2R,6S,7R,9R)-4,4-Dimethyl-8-((S)-1-phenyl-ethyl)-3,5-dioxa-8-aza-tricyclo[5.2.1.02,6]dec-9-yl]-ethanol (347381-78-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 89 percent / p-TsOH / methanol / 12 h / 40 - 50 °C

2: LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

3: DMSO; oxalyl chloride; TEA / CH₂Cl₂ / -78 °C

4: CeCl₃ / diethyl ether / 20 °C

5: DMSO; oxalyl chloride; TEA / CH₂Cl₂ / -78 °C

6: 46 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

With lithium aluminium tetrahydride; cerium(III) chloride; oxalyl dichloride; TEA; toluene-4-sulfonic acid; dimethyl sulfoxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 3: Swern oxidation / 5: Swern oxidation;

DOI:10.1002/1521-3765(20010401)7:7<1431::AID-CHEM1431>3.0.CO;2-L

upstream raw materials:

1-[(1R,2R,6S,7R,9R)-4,4-Dimethyl-8-[(S)-1-phenylethyl]-3,5-dioxa-8-aza-tricyclo[5.2.0^2,6]dec-9-yl]ethanone

(1R,3R,4S)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylic acid methyl ester

(1R,2R,6S,7R,9R)-4,4-Dimethyl-8-[(S)-2-phenylethyl]-3,5-dioxa-8-azatricyclo[5.2.1.0^2,6]decane-9-carbaldehyde

[(1R,2R,6S,7R,9R)-4,4-Dimethyl-8-((S)-1-phenyl-ethyl)-3,5-dioxa-8-aza-tricyclo[5.2.1.0^2,6]dec-9-yl]-methanol

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 347381-78-6 (R)-1-[(1R,2R,6S,7R,9R)-4,4-Dimethyl-8-((S)-1-phenyl-ethyl)-3,5-dioxa-8-aza-tricyclo[5.2.1.0^2,6]dec-9-yl]-ethanol

Send

Send

Metric Ton KG G Pound L ML

Send

Send