rac-3-methoxy-16.17-seco-estrapentaene-(1.3.5.7.9)-dioic acid-(16.18)-18-methyl ester

Base Information

• Chemical Name: rac-3-methoxy-16.17-seco-estrapentaene-(1.3.5.7.9)-dioic acid-(16.18)-18-methyl ester
• CAS No.: 94040-39-8
• Molecular Formula: C₂₀H₂₂O₅
• Molecular Weight: 342.392
• Mol file: 94040-39-8.mol

Synonyms:rac-3-methoxy-16.17-seco-estrapentaene-(1.3.5.7.9)-dioic acid-(16.18)-18-methyl ester

Chemical Property of rac-3-methoxy-16.17-seco-estrapentaene-(1.3.5.7.9)-dioic acid-(16.18)-18-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of rac-3-methoxy-16.17-seco-estrapentaene-(1.3.5.7.9)-dioic acid-(16.18)-18-methyl ester

There total 26 articles about rac-3-methoxy-16.17-seco-estrapentaene-(1.3.5.7.9)-dioic acid-(16.18)-18-methyl ester 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:

7-methoxy-4-methyl-1,2-dihydronaphthalene (4242-13-1) → 1,2,3,4-tetrahydro-7-methoxy-2α-methoxycarbonyl-2β-methylphenanthrene-1β-ylacetic acid (94040-39-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 57 percent / POCl₃ / CH₂Cl₂ / 8 h / Ambient temperature

2: 78 percent / triethylamine / benzene / 30 h / Heating

3: 78.7 percent / 2,3-dichloro-5,6-dicyanobenzoquinone, acetic acid / benzene / 1.) 1 h, ice-bath, 2.) 3 h, room temperature

4: Zn

5: 1.) triethylsilane, trifluoroacetic acid, 2.) sodium hydroxide / 1.) dichloromethane, 15 min, ice-salt bath, 30 min, room temperature, 2.) methanol, overnight

With triethylsilane; sodium hydroxide; acetic acid; triethylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc; trichlorophosphate; In dichloromethane; benzene;

Reference yield:

3,4-dihydro-6-methoxy-1-methyl-2-naphthalenecarbaldehyde (94040-31-0) → 1,2,3,4-tetrahydro-7-methoxy-2α-methoxycarbonyl-2β-methylphenanthrene-1β-ylacetic acid (94040-39-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 78 percent / triethylamine / benzene / 30 h / Heating

2: 78.7 percent / 2,3-dichloro-5,6-dicyanobenzoquinone, acetic acid / benzene / 1.) 1 h, ice-bath, 2.) 3 h, room temperature

3: Zn

4: 1.) triethylsilane, trifluoroacetic acid, 2.) sodium hydroxide / 1.) dichloromethane, 15 min, ice-salt bath, 30 min, room temperature, 2.) methanol, overnight

With triethylsilane; sodium hydroxide; acetic acid; triethylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc; In benzene;

Reference yield:

methyl 1,2,3,4,9,10-hexahydro-7-methoxy-2-methyl-1-trimethylsilyloxyphenanthrene-2-carboxylate (94040-32-1) → 1,2,3,4-tetrahydro-7-methoxy-2α-methoxycarbonyl-2β-methylphenanthrene-1β-ylacetic acid (94040-39-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 78.7 percent / 2,3-dichloro-5,6-dicyanobenzoquinone, acetic acid / benzene / 1.) 1 h, ice-bath, 2.) 3 h, room temperature

2: Zn

3: 1.) triethylsilane, trifluoroacetic acid, 2.) sodium hydroxide / 1.) dichloromethane, 15 min, ice-salt bath, 30 min, room temperature, 2.) methanol, overnight

With triethylsilane; sodium hydroxide; acetic acid; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc; In benzene;

upstream raw materials:

ent-3-methoxy-16.17-seco-estrapentaene-(1.3.5.7.9)-dioic acid-(16.18)-dimethyl ester

Bis-dehydro-isomarrianolic acid methylether

((1S)-7-methoxy-2t-methoxycarbonyl-2c-methyl-1,2,3,4-tetrahydro-[1r]phenanthryl)-acetic acid methyl ester

3-methoxy-16.17-seco-estrapentaene-(1.3.5.7.9)-dioic acid-(16.17)

Downstream raw materials:

methyl 1,2,3,4-tetrahydro-7-methoxy-1β-methoxycarbonylmethyl-2β-methylphenanthrene-2α-carboxylate

(+/-)-3-methoxyestra-1,3,5⁽¹⁰⁾,6,8-pentaen-17-one

(+/-)-3-methoxy-13-methyl-(13r,14c)-11,12,13,14,15,16-hexahydro-cyclopenta[a]phenanthren-17-one

(+/-)-3-hydroxy-13r-methyl-(14cH)-11,12,13,14,15,16-hexahydro-11H-cyclopenta[a]phenanthren-17-one