16α-toluene-p-sulfonyloxymethyl-3-methoxy-13α-estra-1,3,5(10)-trien-17β-ol

Base Information

• Chemical Name: 16α-toluene-p-sulfonyloxymethyl-3-methoxy-13α-estra-1,3,5(10)-trien-17β-ol
• CAS No.: 618457-29-7
• Molecular Formula: C₂₇H₃₄O₅S
• Molecular Weight: 470.63

Synonyms:16α-toluene-p-sulfonyloxymethyl-3-methoxy-13α-estra-1,3,5(10)-trien-17β-ol

Chemical Property of 16α-toluene-p-sulfonyloxymethyl-3-methoxy-13α-estra-1,3,5(10)-trien-17β-ol

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Technology Process of 16α-toluene-p-sulfonyloxymethyl-3-methoxy-13α-estra-1,3,5(10)-trien-17β-ol

There total 1 articles about 16α-toluene-p-sulfonyloxymethyl-3-methoxy-13α-estra-1,3,5(10)-trien-17β-ol 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: 70.0%

p-toluenesulfonyl chloride (98-59-9) + 16-hydroxymethylene-3-methoxy-13α-estra-1,3,5(10)-trien-17-one → 16β-toluene-p-sulfonyloxymethyl-3-methoxy-13α-estra-1,3,5(10)-trien-17α-ol + 16α-toluene-p-sulfonyloxymethyl-3-methoxy-13α-estra-1,3,5(10)-trien-17β-ol (618457-29-7)

Guidance literature:

16-hydroxymethylene-3-methoxy-13α-estra-1,3,5(10)-trien-17-one; With potassium borohydride; In methanol; at 20 ℃; for 4h;

p-toluenesulfonyl chloride; With pyridine; for 24h;

DOI:10.1016/S0039-128X(03)00048-5

Reference yield: 90.0%

3,4-dihydro-2H-pyran (110-87-2) + 16α-toluene-p-sulfonyloxymethyl-3-methoxy-13α-estra-1,3,5(10)-trien-17β-ol (618457-29-7) → Toluene-4-sulfonic acid (8R,9S,13R,14S,16S,17S)-3-methoxy-13-methyl-17-(tetrahydro-pyran-2-yloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-16-ylmethyl ester (618457-34-4)

Guidance literature:

With p-toluenesulfonyl chloride; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/S0039-128X(03)00048-5

Reference yield: 87.0%

acetic anhydride (108-24-7) + 16α-toluene-p-sulfonyloxymethyl-3-methoxy-13α-estra-1,3,5(10)-trien-17β-ol (618457-29-7) → Acetic acid (8R,9S,13R,14S,16S,17S)-3-methoxy-13-methyl-16-(toluene-4-sulfonyloxymethyl)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl ester

Guidance literature:

With pyridine;

DOI:10.1016/S0039-128X(03)00048-5

upstream raw materials:

p-toluenesulfonyl chloride

Downstream raw materials:

Toluene-4-sulfonic acid (8R,9S,13R,14S,16S,17S)-3-methoxy-13-methyl-17-(tetrahydro-pyran-2-yloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-16-ylmethyl ester

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