3β-[(tri-O'-benzoyl-α-L-rhamnopyranosyl)oxy]-21-nitro-5β-pregnane-14β,20(R)-diol

Base Information

• Chemical Name: 3β-[(tri-O'-benzoyl-α-L-rhamnopyranosyl)oxy]-21-nitro-5β-pregnane-14β,20(R)-diol
• CAS No.: 189102-09-8
• Molecular Formula: C₄₈H₅₇NO₁₂
• Molecular Weight: 839.98

Synonyms:3β-[(tri-O'-benzoyl-α-L-rhamnopyranosyl)oxy]-21-nitro-5β-pregnane-14β,20(R)-diol

Chemical Property of 3β-[(tri-O'-benzoyl-α-L-rhamnopyranosyl)oxy]-21-nitro-5β-pregnane-14β,20(R)-diol

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Technology Process of 3β-[(tri-O'-benzoyl-α-L-rhamnopyranosyl)oxy]-21-nitro-5β-pregnane-14β,20(R)-diol

There total 1 articles about 3β-[(tri-O'-benzoyl-α-L-rhamnopyranosyl)oxy]-21-nitro-5β-pregnane-14β,20(R)-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: 38.0%

nitromethane (75-52-5) + 14-hydroxy-3β-<(tri-O-benzoyl-α-L-rhamnopyranosyl)oxy>-21-nor-5β,14β-pregnane-20-carboxaldehyde (145345-70-6) → 3β-[(tri-O'-benzoyl-α-L-rhamnopyranosyl)oxy]-21-nitro-5β-pregnane-14β,20(R)-diol (189102-09-8)

Guidance literature:

With potassium fluoride; In isopropyl alcohol; for 16h;

DOI:10.1021/jm960880l

Reference yield: 51.0%

t-butyldimethylsiyl triflate (69739-34-0) + 3β-[(tri-O'-benzoyl-α-L-rhamnopyranosyl)oxy]-21-nitro-5β-pregnane-14β,20(R)-diol (189102-09-8) → 20(R)-(tert-butyldimethylsiloxy)-21-nitro-3β-[(tri-O-benzoyl-α-L-rhamnopyranosyl)oxy]-5β-pregnane-14β-ol (188976-72-9)

Guidance literature:

With triethylamine; In dichloromethane; for 1.5h;

DOI:10.1021/jm960880l

Reference yield: 46.0%

3β-[(tri-O'-benzoyl-α-L-rhamnopyranosyl)oxy]-21-nitro-5β-pregnane-14β,20(R)-diol (189102-09-8) → 14β-hydroxy-21-nitro-3β-[(tri-O-benzoyl-α-L-rhamnopyranosyl)oxy]-5β-pregna-20,21-diene (188976-75-2)

Guidance literature:

With dmap; acetic anhydride; In diethyl ether; for 14h;

DOI:10.1021/jm960880l

upstream raw materials:

nitromethane

14-hydroxy-3β-<(tri-O-benzoyl-α-L-rhamnopyranosyl)oxy>-21-nor-5β,14β-pregnane-20-carboxaldehyde

Downstream raw materials:

20(R)-(tert-butyldimethylsiloxy)-21-nitro-3β-[(tri-O-benzoyl-α-L-rhamnopyranosyl)oxy]-5β-pregnane-14β-ol

14β-hydroxy-21-nitro-3β-[(tri-O-benzoyl-α-L-rhamnopyranosyl)oxy]-5β-pregna-20,21-diene

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