(3S,5R,7S)-5,7-di-O-isopropylidene-3-(4-methoxybenzyloxy)-9-tert-butyldiphenylsilyloxy-2,2-dimethylnonan-1-ol

Base Information

• Chemical Name: (3S,5R,7S)-5,7-di-O-isopropylidene-3-(4-methoxybenzyloxy)-9-tert-butyldiphenylsilyloxy-2,2-dimethylnonan-1-ol
• CAS No.: 1334596-23-4
• Molecular Formula: C₃₈H₅₄O₆Si
• Molecular Weight: 634.929
• Mol file: 1334596-23-4.mol

Synonyms:(3S,5R,7S)-5,7-di-O-isopropylidene-3-(4-methoxybenzyloxy)-9-tert-butyldiphenylsilyloxy-2,2-dimethylnonan-1-ol

Chemical Property of (3S,5R,7S)-5,7-di-O-isopropylidene-3-(4-methoxybenzyloxy)-9-tert-butyldiphenylsilyloxy-2,2-dimethylnonan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,5R,7S)-5,7-di-O-isopropylidene-3-(4-methoxybenzyloxy)-9-tert-butyldiphenylsilyloxy-2,2-dimethylnonan-1-ol

There total 18 articles about (3S,5R,7S)-5,7-di-O-isopropylidene-3-(4-methoxybenzyloxy)-9-tert-butyldiphenylsilyloxy-2,2-dimethylnonan-1-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: 51.0%

(3S,5R,7S)-3,5-di-O-isopropylidene-9-tert-butyldimethylsilyloxy-7-(4-methoxybenzyloxy)-1-tert-butyldiphenylsilyloxy-8,8-dimethylnonane → (3S,5R,7S)-5,7-di-O-isopropylidene-3-(4-methoxybenzyloxy)-9-tert-butyldiphenylsilyloxy-2,2-dimethylnonan-1-ol (1334596-23-4)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.tet.2020.131743

Reference yield:

C42H56O6Si → (3S,5R,7S)-5,7-di-O-isopropylidene-3-(4-methoxybenzyloxy)-9-tert-butyldiphenylsilyloxy-2,2-dimethylnonan-1-ol (1334596-23-4)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridinium p-toluenesulfonate / tetrahydrofuran / 20 °C

2: hydrogen

With hydrogen; pyridinium p-toluenesulfonate; In tetrahydrofuran;

DOI:10.1055/s-0030-1260586

Reference yield:

9-(tert-butyl-dimethyl-silanyloxy)-3,5-dihydroxy-7-(4-methoxy-benzyloxy)-8,8-dimethyl-nonanoic acid methyl ester (935248-47-8) → (3S,5R,7S)-5,7-di-O-isopropylidene-3-(4-methoxybenzyloxy)-9-tert-butyldiphenylsilyloxy-2,2-dimethylnonan-1-ol (1334596-23-4)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / Inert atmosphere

3: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / Inert atmosphere

4: N,N-dimethyl-formamide / Inert atmosphere

With lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; triethylamine tris(hydrogen fluoride); In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1002/chem.201002932

upstream raw materials:

C₄₅H₆₀O₆Si

9-(tert-butyl-dimethyl-silanyloxy)-3,5-dihydroxy-7-(4-methoxy-benzyloxy)-8,8-dimethyl-nonanoic acid methyl ester

C₂₉H₅₀O₇Si

C₂₈H₅₀O₆Si

Downstream raw materials:

C₄₁H₅₆O₆Si

C₃₈H₅₂O₆Si