(4R^*,3R^*)-6-(benzyloxy)-4-<(tert-butyldimethylsilyl)oxy>-3-methoxy-1-hexene

Base Information

• Chemical Name: (4R^*,3R^*)-6-(benzyloxy)-4-<(tert-butyldimethylsilyl)oxy>-3-methoxy-1-hexene
• CAS No.: 116376-14-8
• Molecular Formula: C₂₀H₃₄O₃Si
• Molecular Weight: 350.574
• Mol file: 116376-14-8.mol

Synonyms:(4R^*,3R^*)-6-(benzyloxy)-4-<(tert-butyldimethylsilyl)oxy>-3-methoxy-1-hexene

Chemical Property of (4R^*,3R^*)-6-(benzyloxy)-4-<(tert-butyldimethylsilyl)oxy>-3-methoxy-1-hexene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R^*,3R^*)-6-(benzyloxy)-4-<(tert-butyldimethylsilyl)oxy>-3-methoxy-1-hexene

There total 2 articles about (4R^*,3R^*)-6-(benzyloxy)-4-<(tert-butyldimethylsilyl)oxy>-3-methoxy-1-hexene 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: 75.4%

(4R*,3R*)-1-(benzyloxy)-4-methoxy-5-hexen-3-ol (116376-13-7,116376-46-6,116497-21-3) + tert-butyldimethylsilyl chloride (18162-48-6) → (4R*,3R*)-6-(benzyloxy)-4-<(tert-butyldimethylsilyl)oxy>-3-methoxy-1-hexene (116376-14-8)

Guidance literature:

With 1H-imidazole; benzyl alcohol; In N,N-dimethyl-formamide; for 48h; Ambient temperature;

DOI:10.1021/jo00256a023

Reference yield:

3-Benzyloxypropanal (19790-60-4) → (4R*,3R*)-6-(benzyloxy)-4-<(tert-butyldimethylsilyl)oxy>-3-methoxy-1-hexene (116376-14-8)

Guidance literature:

Multi-step reaction with 2 steps

2: 75.4 percent / imidazole, benzyl alcohol / dimethylformamide / 48 h / Ambient temperature

With 1H-imidazole; benzyl alcohol; In N,N-dimethyl-formamide;

DOI:10.1021/jo00256a023

Reference yield: 85.0%

(4R*,3R*)-6-(benzyloxy)-4-<(tert-butyldimethylsilyl)oxy>-3-methoxy-1-hexene (116376-14-8) → (3R,4R)-6-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-hexane-1,2-diol (116376-28-4,116497-22-4)

Guidance literature:

With osmium(VIII) oxide; 4-methylmorpholine N-oxide; tert-butyl alcohol; In water; acetone; Ambient temperature;

DOI:10.1021/jo00256a023

upstream raw materials:

(4R^*,3R^*)-1-(benzyloxy)-4-methoxy-5-hexen-3-ol

tert-butyldimethylsilyl chloride

3-Benzyloxypropanal

Downstream raw materials:

(3R,4R)-6-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-hexane-1,2-diol

(3S,4R,5R,6R)-1-Benzyloxy-4-methoxy-6-methyl-oct-7-ene-3,5-diol

(3R^*,2S^*)-5-(benzyloxy)-3-<(tert-butyldimethylsilyl)ocy>-2-methoxypentanal

(4R,5S,6S)-4-(2-Benzyloxy-ethyl)-5-methoxy-2,2-dimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxane