17β-hydroxy-2ξ-methyl-A-nor-5β-androstan-3-one 17-tosylate

Base Information

• Chemical Name: 17β-hydroxy-2ξ-methyl-A-nor-5β-androstan-3-one 17-tosylate
• CAS No.: 95846-38-1
• Molecular Formula: C₂₆H₃₆O₄S
• Molecular Weight: 444.635
• Mol file: 95846-38-1.mol

Synonyms:

Chemical Property of 17β-hydroxy-2ξ-methyl-A-nor-5β-androstan-3-one 17-tosylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 17β-hydroxy-2ξ-methyl-A-nor-5β-androstan-3-one 17-tosylate

There total 7 articles about 17β-hydroxy-2ξ-methyl-A-nor-5β-androstan-3-one 17-tosylate 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:

17β-hydroxy-2α-hydroxymethyl-A-norandrost-3(5)-en (95846-29-0) → 17β-hydroxy-2ξ-methyl-A-nor-5β-androstan-3-one 17-tosylate (95846-38-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / p-Me-C₆H₄-SO₃H / 4 h / 100 °C

2: 1) borane-dimethylsulfide, 2) 30 percent H₂O₂, NaOAc / 1) THF, r.t., 30 min, 2) THF, water, 0 deg C, 1 h

3: chromic anhydride / pyridine

4: 75 percent / HCl / ethanol; H₂O / 4 h

5: 70 percent / 2 N Na₂CO₃

6: 1) NaBH₄ / 1) dioxane, MeOH, H₂O, 2 h, 2) pyridine

With chromium(VI) oxide; hydrogenchloride; sodium tetrahydroborate; dimethylsulfide borane complex; dihydrogen peroxide; sodium acetate; sodium carbonate; toluene-4-sulfonic acid; In pyridine; ethanol; water;

DOI:10.1016/0039-128X(84)90036-9

Reference yield:

A-nor-2α-methoxycarbonyl-3-androsten-17β-yl acetate (77579-50-1) → 17β-hydroxy-2ξ-methyl-A-nor-5β-androstan-3-one 17-tosylate (95846-38-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 98 percent / LiAlH₄ / diethyl ether

2: 100 percent / p-Me-C₆H₄-SO₃H / 4 h / 100 °C

3: 1) borane-dimethylsulfide, 2) 30 percent H₂O₂, NaOAc / 1) THF, r.t., 30 min, 2) THF, water, 0 deg C, 1 h

4: chromic anhydride / pyridine

5: 75 percent / HCl / ethanol; H₂O / 4 h

6: 70 percent / 2 N Na₂CO₃

7: 1) NaBH₄ / 1) dioxane, MeOH, H₂O, 2 h, 2) pyridine

With chromium(VI) oxide; hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; dimethylsulfide borane complex; dihydrogen peroxide; sodium acetate; sodium carbonate; toluene-4-sulfonic acid; In pyridine; diethyl ether; ethanol; water;

DOI:10.1016/0039-128X(84)90036-9

Reference yield:

17β-hydroxy-2α-(2'-tetrahydropyranyl)oxymethyl-A-norandrost-3(5)-en 17(2'-tetrahydropyranyl)ether (95846-31-4) → 17β-hydroxy-2ξ-methyl-A-nor-5β-androstan-3-one 17-tosylate (95846-38-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) borane-dimethylsulfide, 2) 30 percent H₂O₂, NaOAc / 1) THF, r.t., 30 min, 2) THF, water, 0 deg C, 1 h

2: chromic anhydride / pyridine

3: 75 percent / HCl / ethanol; H₂O / 4 h

4: 70 percent / 2 N Na₂CO₃

5: 1) NaBH₄ / 1) dioxane, MeOH, H₂O, 2 h, 2) pyridine

With chromium(VI) oxide; hydrogenchloride; sodium tetrahydroborate; dimethylsulfide borane complex; dihydrogen peroxide; sodium acetate; sodium carbonate; In pyridine; ethanol; water;

DOI:10.1016/0039-128X(84)90036-9

upstream raw materials:

acetic anhydride

17β-hydroxy-2-methylene-A-nor-5β-androstan-3-one 17-tosylate

17β-hydroxy-2α-hydroxymethyl-A-norandrost-3(5)-en

17β-hydroxy-2α-hydroxymethyl-A-nor-5β-androstan-3-one