3a(R),6(R),8,9b(S)-tetrahydro-5-methoxy-6-hydroxy-9b-<2-ethyl>phenanthro<4,4a,4b,5-bcd>furan

Base Information

• Chemical Name: 3a(R),6(R),8,9b(S)-tetrahydro-5-methoxy-6-hydroxy-9b-<2-ethyl>phenanthro<4,4a,4b,5-bcd>furan
• CAS No.: 102422-70-8
• Molecular Formula: C₂₅H₂₇NO₅S
• Molecular Weight: 453.559

Synonyms:3a(R),6(R),8,9b(S)-tetrahydro-5-methoxy-6-hydroxy-9b-<2-ethyl>phenanthro<4,4a,4b,5-bcd>furan

Chemical Property of 3a(R),6(R),8,9b(S)-tetrahydro-5-methoxy-6-hydroxy-9b-<2-ethyl>phenanthro<4,4a,4b,5-bcd>furan

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Technology Process of 3a(R),6(R),8,9b(S)-tetrahydro-5-methoxy-6-hydroxy-9b-<2-ethyl>phenanthro<4,4a,4b,5-bcd>furan

There total 3 articles about 3a(R),6(R),8,9b(S)-tetrahydro-5-methoxy-6-hydroxy-9b-<2-ethyl>phenanthro<4,4a,4b,5-bcd>furan 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: 5.0%

3a(R),9b(S)-dihydro-5-methoxy-9b-<2-ethyl>phenanthro<4,4a,4b,5-bcd>furan-3(8H)-one (102422-68-4) → 3a(R),6(R),8,9b(S)-tetrahydro-5-methoxy-6-hydroxy-9b-<2-ethyl>phenanthro<4,4a,4b,5-bcd>furan (102422-70-8) + 3a(R),6(S),8,9b(S)-tetrahydro-5-methoxy-6-hydroxy-9b-<2-ethyl>phenanthro<4,4a,4b,5-bcd>furan (102491-94-1)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -20 ℃; for 0.25h;

DOI:10.1021/jo00363a037

Reference yield:

toluene-p-sulfonyl bromide (1950-69-2) → 3a(R),6(R),8,9b(S)-tetrahydro-5-methoxy-6-hydroxy-9b-<2-ethyl>phenanthro<4,4a,4b,5-bcd>furan (102422-70-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / K₂CO₃ / ethyl acetate; H₂O / 6.5 h

2: 78 percent / DIBAL-H / tetrahydrofuran; hexane / 0.25 h / -20 °C

With diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; hexane; water; ethyl acetate;

DOI:10.1021/jo00363a037

Reference yield:

thebaine (115-37-7) → 3a(R),6(R),8,9b(S)-tetrahydro-5-methoxy-6-hydroxy-9b-<2-ethyl>phenanthro<4,4a,4b,5-bcd>furan (102422-70-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / K₂CO₃ / ethyl acetate; H₂O / 6.5 h

2: 78 percent / DIBAL-H / tetrahydrofuran; hexane / 0.25 h / -20 °C

With diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; hexane; water; ethyl acetate;

DOI:10.1021/jo00363a037

upstream raw materials:

3a(R),9b(S)-dihydro-5-methoxy-9b-<2-ethyl>phenanthro<4,4a,4b,5-bcd>furan-3(8H)-one

toluene-p-sulfonyl bromide

thebaine

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