(1R,2R,3R,6S,7S,9R)-5-Oxo-2-phenylsulfanyl-4-oxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid

Base Information

• Chemical Name: (1R,2R,3R,6S,7S,9R)-5-Oxo-2-phenylsulfanyl-4-oxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid
• CAS No.: 196503-51-2
• Molecular Formula: C₁₅H₁₄O₄S
• Molecular Weight: 290.34

Synonyms:(1R,2R,3R,6S,7S,9R)-5-Oxo-2-phenylsulfanyl-4-oxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid

Chemical Property of (1R,2R,3R,6S,7S,9R)-5-Oxo-2-phenylsulfanyl-4-oxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R,3R,6S,7S,9R)-5-Oxo-2-phenylsulfanyl-4-oxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid

There total 1 articles about (1R,2R,3R,6S,7S,9R)-5-Oxo-2-phenylsulfanyl-4-oxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid 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: 86.0%

(1R,2S,3S,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid (70190-87-3) + benzenesulfenyl chloride (931-59-9) → (1R,2R,3R,6S,7S,9R)-5-Oxo-2-phenylsulfanyl-4-oxa-tricyclo[4.2.1.03,7]nonane-9-carboxylic acid (196503-51-2)

Guidance literature:

With triethylamine; In dichloromethane; -78 deg C, 30 min then RT;

DOI:10.1055/s-1997-942

Reference yield: 91.2%

(1R,2R,3R,6S,7S,9R)-5-Oxo-2-phenylsulfanyl-4-oxa-tricyclo[4.2.1.03,7]nonane-9-carboxylic acid (196503-51-2) → (1R,2R,3R,6S,7S,9R)-5-Oxo-2-phenylsulfanyl-4-oxa-tricyclo[4.2.1.03,7]nonane-9-carboxylic acid amide (196503-52-3)

Guidance literature:

With propylphosphonic anhydride; ammonia; triethylamine; In dichloromethane; at 0 ℃; for 0.0833333h;

DOI:10.1002/(SICI)1522-2675(19981111)81:11<1978::AID-HLCA1978>3.0.CO;2-T

Reference yield:

(1R,2R,3R,6S,7S,9R)-5-Oxo-2-phenylsulfanyl-4-oxa-tricyclo[4.2.1.03,7]nonane-9-carboxylic acid (196503-51-2) → 1-benzyl-6-methyl-[(4R,5S,6S,7S)-5-carbamoyl-4,5,6,7-tetrahydro-4,7-methano-2H-isoindole-1,6-dicarboxylate] (196503-55-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 91.2 percent / Et₃N, propylphosphonic anhydride, NH₃ / CH₂Cl₂ / 0.08 h / 0 °C

2: 93.8 percent / Oxon^R₈ / methanol; H₂O / 2 h / Ambient temperature

3: 1.) Ph₂Se₂, Na, 2.) <18>crown-6 / 24 h / Ambient temperature; 1.) THF, parrafin oil; 2.) THF

4: Ph₃P / CCl₄ / 18 h / Ambient temperature

5: 89.5 percent / t-BuOK / tetrahydrofuran / 1 h / Ambient temperature

With 18-crown-6 ether; Oxon^R₈; diphenyl diselenide; propylphosphonic anhydride; potassium tert-butylate; ammonia; sodium; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water;

DOI:10.1002/(SICI)1522-2675(19981111)81:11<1978::AID-HLCA1978>3.0.CO;2-T

upstream raw materials:

(1R,2S,3S,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid

benzenesulfenyl chloride

Downstream raw materials:

(1R,2R,3R,6S,7S,9R)-5-Oxo-2-phenylsulfanyl-4-oxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid amide

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

(-)-(1R,2R,3R,6S,7S,9R)-5-oxo-2-exo-(phenylsulfonyl)-4-oxatricyclo[4.2.1.0^3,7]nonane-9-exo-carboxamide

1-benzyl-6-methyl-[(4R,5S,6S,7S)-5-carbamoyl-4,5,6,7-tetrahydro-4,7-methano-2H-isoindole-1,6-dicarboxylate]

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 196503-51-2 (1R,2R,3R,6S,7S,9R)-5-Oxo-2-phenylsulfanyl-4-oxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid

Send

Send

Metric Ton KG G Pound L ML

Send

Send