13,14-DEHYDRO-15-CYCLOHEXYL CARBAPROSTACYCLIN

Base Information

• Chemical Name: 13,14-DEHYDRO-15-CYCLOHEXYL CARBAPROSTACYCLIN
• CAS No.: 145375-81-1
• Molecular Formula: C₂₁H₃₀O₄
• Molecular Weight: 346.467
• Mol file: 145375-81-1.mol

Synonyms:6,9ALPHA-METHYLENE-11ALPHA-HYDROXY-15,16,17,18,19,20-HEXANOR-14-(1-HYDROXYCYCLOHEXYL)-PROST-5E-EN-13-YN-1-OIC ACID;13,14-DEHYDRO-15-CYCLOHEXYL CARBAPROSTACYCLIN;6,9alpha-Methylene-11alpha-hydroxy-15,16,17,18,19,20-hexanor-14-(1-hydroxycyclohexyl)-prost-5E-en-13-yn-1-oic acid

Chemical Property of 13,14-DEHYDRO-15-CYCLOHEXYL CARBAPROSTACYCLIN

Chemical Property:

• Boiling Point: 559.9±50.0 °C(Predicted)
• PKA: 4.77±0.10(Predicted)
• PSA: 77.76000
• Density: 1.21±0.1 g/cm3(Predicted)
• LogP: 3.27330

Purity/Quality:

99%,98%, ^*data from raw suppliers

13,14-dehydro-15-cyclohexyl Carbaprostacyclin ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 13,14-DEHYDRO-15-CYCLOHEXYL CARBAPROSTACYCLIN

There total 12 articles about 13,14-DEHYDRO-15-CYCLOHEXYL CARBAPROSTACYCLIN 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:

4-carboxybutyliden triphenylphosphorane sodium (41723-91-5) → 5Z-9a-carba-14(1-hydroxycyclohexyl)-13,14-dehydro prostaglandin I2 (122976-73-2,142076-63-9,145375-81-1,145375-82-2,145375-85-5,145375-91-3)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylsulfoxide

2: H⁺

With hydrogen cation; In dimethyl sulfoxide;

DOI:10.1016/0223-5234(92)90104-9

Reference yield:

4-carboxybutyliden triphenylphosphorane sodium (41723-91-5) → (+/-)-13,14-didehydro-15,16,17,18,19,20-hexanor-14-(1-hydroxycyclohexyl)carbacyclin (122976-73-2,142076-63-9,145375-81-1,145375-82-2,145375-85-5,145375-91-3)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylsulfoxide

2: H⁺

With hydrogen cation; In dimethyl sulfoxide;

DOI:10.1016/0223-5234(92)90104-9

Reference yield:

(3aR,4R,5S,6aS)-5-Hydroxy-4-(1-hydroxy-cyclohexylethynyl)-hexahydro-pentalen-2-one (122976-72-1,145375-80-0,145375-84-4) → 5Z-9a-carba-14(1-hydroxycyclohexyl)-13,14-dehydro prostaglandin I2 (122976-73-2,142076-63-9,145375-81-1,145375-82-2,145375-85-5,145375-91-3)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran

2: dimethylsulfoxide

3: H⁺

With hydrogen cation; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1016/0223-5234(92)90104-9

upstream raw materials:

4-carboxybutyliden triphenylphosphorane sodium

(3aR,4R,5S,6aS)-5-Hydroxy-4-(1-hydroxy-cyclohexylethynyl)-hexahydro-pentalen-2-one

1-ethynyl-1-(trimethylsiloxy)cyclohexane

(3aS,4R,5R,6aR)-4-Bromo-5-hydroxy-hexahydro-pentalen-2-one

Refernces

• 1、 Kanger,Lopp,Muraus,Lohmus,Kobzar,Pehk,Lille. "Synthesis of a novel, optically active 15-nonstereogenic carbaprostacyclin". . p. 925 - 927. Retrieved 2007/10/02.