(2S,5S)-5-(3-Benzyloxy-phenyl)-5-methoxy-2-methyl-pentan-1-ol

Base Information

• Chemical Name: (2S,5S)-5-(3-Benzyloxy-phenyl)-5-methoxy-2-methyl-pentan-1-ol
• CAS No.: 909391-25-9
• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.425
• Mol file: 909391-25-9.mol

Synonyms:(2S,5S)-5-(3-Benzyloxy-phenyl)-5-methoxy-2-methyl-pentan-1-ol

Chemical Property of (2S,5S)-5-(3-Benzyloxy-phenyl)-5-methoxy-2-methyl-pentan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,5S)-5-(3-Benzyloxy-phenyl)-5-methoxy-2-methyl-pentan-1-ol

There total 9 articles about (2S,5S)-5-(3-Benzyloxy-phenyl)-5-methoxy-2-methyl-pentan-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: 91.0%

(S)-4-Benzyl-3-[(2S,5S)-5-(3-benzyloxy-phenyl)-5-methoxy-2-methyl-pentanoyl]-oxazolidin-2-one (909391-24-8) → (2S,5S)-5-(3-Benzyloxy-phenyl)-5-methoxy-2-methyl-pentan-1-ol (909391-25-9)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; methanol; at -20 ℃; for 17h;

DOI:10.1016/j.tetlet.2006.05.187

Reference yield: 80.0%

(2S,5S)-5-(3-Benzyloxy-phenyl)-5-methoxy-2-methyl-pentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide (1027916-35-3) → (2S,5S)-5-(3-Benzyloxy-phenyl)-5-methoxy-2-methyl-pentan-1-ol (909391-25-9)

Guidance literature:

With lithium amidotrihydroborate; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2006.05.187

Reference yield:

1-Benzyloxy-3-((S)-3-iodo-1-methoxy-propyl)-benzene (909391-20-4) → (2S,5S)-5-(3-Benzyloxy-phenyl)-5-methoxy-2-methyl-pentan-1-ol (909391-25-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 100 percent / LDA / tetrahydrofuran; various solvent(s) / 2 h / -78 °C

2.1: 91 percent / TMSOTf; 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

3.1: t-BuOCOCl; Et₃N / tetrahydrofuran / 2 h / 0 °C

3.2: 93 percent / BuLi / tetrahydrofuran / 0.5 h / -78 °C

4.1: NaHMDS / tetrahydrofuran / 2 h / -78 °C

4.2: 78 percent / tetrahydrofuran / 3 h / -78 °C

5.1: 91 percent / LiBH₄ / methanol; tetrahydrofuran / 17 h / -20 °C

With 2,6-dimethylpyridine; lithium borohydride; trimethylsilyl trifluoromethanesulfonate; sodium hexamethyldisilazane; tert-butyl chloroformate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/j.tetlet.2006.05.187

upstream raw materials:

(2S,5S)-5-(3-Benzyloxy-phenyl)-5-methoxy-2-methyl-pentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

(S)-4-Benzyl-3-[(2S,5S)-5-(3-benzyloxy-phenyl)-5-methoxy-2-methyl-pentanoyl]-oxazolidin-2-one

1-Benzyloxy-3-((S)-3-iodo-1-methoxy-propyl)-benzene

(S)-3-(3-Benzyloxy-phenyl)-3-methoxy-propan-1-ol

Downstream raw materials:

(2R,3R,4S,7S)-3-Hydroxy-7-(3-hydroxy-phenyl)-7-methoxy-2,4-dimethyl-heptanoic acid methoxy-methyl-amide

(2R,3R,4S,7S)-7-(3-Benzyloxy-phenyl)-3-hydroxy-7-methoxy-2,4-dimethyl-heptanoic acid methoxy-methyl-amide

(2R,3R,4S,7S)-3-Benzyloxy-7-(3-benzyloxy-phenyl)-7-methoxy-2,4-dimethyl-heptanoic acid methyl ester

3-(tert-butyl-dimethyl-silanyloxy)-7-[3-(tert-butyl-dimethyl-silanyloxy)-phenyl]-7-methoxy-2,4-dimethyl-heptanal