2-[[(8R,9S,13S,14S,17S)-3-Methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]oxy]oxane

Base Information

• Chemical Name: 2-[[(8R,9S,13S,14S,17S)-3-Methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]oxy]oxane
• CAS No.: 4811-74-9
• Molecular Formula: C₂₄H₃₄O₃
• Molecular Weight: 370.532
• DSSTox Substance ID: DTXSID10559271
• Mol file: 4811-74-9.mol

Synonyms:4811-74-9;2-[[(8R,9S,13S,14S,17S)-3-Methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]oxy]oxane;(17beta)-3-Methoxy-17-[(oxan-2-yl)oxy]estra-1,3,5(10)-triene;DTXSID10559271;3-O-Methyl 17Beta-Estradiol 17-O-Tetrahydropyran (Mixture of Diastereomers)

Chemical Property of 2-[[(8R,9S,13S,14S,17S)-3-Methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]oxy]oxane

Chemical Property:

• PSA: 27.69000
• LogP: 5.46310
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 370.25079494
• Heavy Atom Count: 27
• Complexity: 522

Purity/Quality:

97% ^*data from raw suppliers

3-O-Methyl17β-Estradiol17-O-Tetrahydropyran(MixtureofDiastereomers) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2OC4CCCCO4)CCC5=C3C=CC(=C5)OC
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OC4CCCCO4)CCC5=C3C=CC(=C5)OC
• Uses: Protected 3-Methoxyestradiol.

Technology Process of 2-[[(8R,9S,13S,14S,17S)-3-Methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]oxy]oxane

There total 2 articles about 2-[[(8R,9S,13S,14S,17S)-3-Methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]oxy]oxane 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: 100.0%

3,4-dihydro-2H-pyran (110-87-2) + 3-O-methyl-17β-oestradiol (1035-77-4) → 3-methoxy-17β-tetrahydropyranyloxy-1,3,5(10)-estratriene (4811-74-9)

Guidance literature:

With 2,4,6-Trinitrophenol; In benzene;

DOI:10.1055/s-1995-4136

Reference yield:

→ 17β-Oestradiol-3-methylaether-17-tetrahydro-pyran-2-yl-aether (4811-74-9)

Guidance literature:

Aus 17β-Oestradiol-3-methylaether u. Dihydropyran in Bzl. in Ggw. von p-Toluolsulfonsaeure;

DOI:10.1016/0039-128X(64)90155-2

Reference yield: 98.0%

3-methoxy-17β-tetrahydropyranyloxy-1,3,5(10)-estratriene (4811-74-9) + acetyl chloride (75-36-5) → 3-methoxy-17β-acetoxy-1,3,5(10)-estratriene (2394-16-3,3494-10-8,13587-62-7,15384-71-1,25089-51-4,52949-64-1,54274-75-8,54274-77-0,58717-93-4,5976-55-6)

Guidance literature:

In acetone; for 3h; Ambient temperature;

upstream raw materials:

3,4-dihydro-2H-pyran

3-O-methyl-17β-oestradiol

Downstream raw materials:

3-methoxy-17β-acetoxy-1,3,5(10)-estratriene

3-methoxy-17β-(2-tetrahydropyranyloxy)estra-1,3,5-trien-6α-ol

3-methoxy-17β-(2-tetrahydropyranyloxy)estra-1,3,5-trien-6β-ol