5-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)-3,6-dihydro-2H-pyran-2,3-diol

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Chemical Name:5-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)-3,6-dihydro-2H-pyran-2,3-diol
CAS No.:83911-57-3
Molecular Formula:C₃₁H₄₂O₄
Molecular Weight:478.672
Hs Code.:

Synonyms:5-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)-3,6-dihydro-2H-pyran-2,3-diol

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Chemical Property of 5-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)-3,6-dihydro-2H-pyran-2,3-diol

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Technology Process of 5-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)-3,6-dihydro-2H-pyran-2,3-diol

There total 6 articles about 5-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)-3,6-dihydro-2H-pyran-2,3-diol 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: 95.0%

: 83911-56-2
4-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)2,5-dihydroxy-3-pentanal ethylene acetal

: 83911-57-3
5-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)-3,6-dihydro-2H-pyran-2,3-diol

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; for 5h; Heating;
DOI:10.1139/v82-309

Reference yield:

: 83911-55-1
4-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)furan-2-carbaldehyde ethylene acetal

: 83911-57-3
5-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)-3,6-dihydro-2H-pyran-2,3-diol

Guidance literature:: Multi-step reaction with 4 steps

1: O₂, 5,10,15,20-tetraphenylporphine / CH₂Cl₂ / 0.33 h / Irradiation

2: Me₂S / CH₂Cl₂ / 0.75 h / Ambient temperature

3: 82 percent / NaBH₄, H₂O, 2 N KOH / tetrahydrofuran; H₂O / 4 h / Ambient temperature

4: 95 percent / 3 N HCl / tetrahydrofuran / 5 h / Heating

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; dimethylsulfide; water; oxygen; 5,15,10,20-tetraphenylporphyrin; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/hlca.19830660831

Reference yield:

: 84693-13-0
4-(3'β-benzyloxy-15'β-hydroxy-5'β-androstan-17'β-yl)furan-2-carbaldehyde ethylene acetal

: 83911-57-3
5-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)-3,6-dihydro-2H-pyran-2,3-diol

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / SOCl₂ / pyridine / 1.) 30 min, ice-bath; 2.) 30 min, r. t.

2: O₂, 5,10,15,20-tetraphenylporphine / CH₂Cl₂ / 0.33 h / Irradiation

3: Me₂S / CH₂Cl₂ / 0.75 h / Ambient temperature

4: 82 percent / NaBH₄, H₂O, 2 N KOH / tetrahydrofuran; H₂O / 4 h / Ambient temperature

5: 95 percent / 3 N HCl / tetrahydrofuran / 5 h / Heating

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; thionyl chloride; dimethylsulfide; water; oxygen; 5,15,10,20-tetraphenylporphyrin; In tetrahydrofuran; pyridine; dichloromethane; water;
DOI:10.1002/hlca.19830660831