(3R,5R)-1-(trimethylsilyl)-5-[(phenylmethoxy)methoxy]-1,7-octadiyn-3-ol

Base Information

• Chemical Name: (3R,5R)-1-(trimethylsilyl)-5-[(phenylmethoxy)methoxy]-1,7-octadiyn-3-ol
• CAS No.: 331732-18-4
• Molecular Formula: C₁₉H₂₆O₃Si
• Molecular Weight: 330.499

Synonyms:(3R,5R)-1-(trimethylsilyl)-5-[(phenylmethoxy)methoxy]-1,7-octadiyn-3-ol

Chemical Property of (3R,5R)-1-(trimethylsilyl)-5-[(phenylmethoxy)methoxy]-1,7-octadiyn-3-ol

Chemical Property:

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Technology Process of (3R,5R)-1-(trimethylsilyl)-5-[(phenylmethoxy)methoxy]-1,7-octadiyn-3-ol

There total 1 articles about (3R,5R)-1-(trimethylsilyl)-5-[(phenylmethoxy)methoxy]-1,7-octadiyn-3-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: 61.0%

(R)-3-[(benzyloxymethyl)oxy]hex-5-ynal (203126-81-2) + trimethylsilylacetylene (1066-54-2) → (3R,5R)-1-(trimethylsilyl)-5-[(phenylmethoxy)methoxy]-1,7-octadiyn-3-ol (331732-18-4) + (3S,5R)-1-(trimethylsilyl)-5-[(phenylmethoxy)methoxy]-1,7-octadiyn-3-ol (331732-17-3)

Guidance literature:

trimethylsilylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -40 ℃; for 0.25h;

(R)-3-[(benzyloxymethyl)oxy]hex-5-ynal; In tetrahydrofuran; hexane; at -40 ℃; for 0.5h;

DOI:10.1248/cpb.49.213

Reference yield: 100.0%

(3R,5R)-1-(trimethylsilyl)-5-[(phenylmethoxy)methoxy]-1,7-octadiyn-3-ol (331732-18-4) → (3R,5R)-5-[(phenylmethoxy)methoxy]-1,7-octadiyn-3-ol

Guidance literature:

With methanol; potassium carbonate; at 20 ℃; for 0.5h;

DOI:10.1248/cpb.49.213

Reference yield:

benzoic acid (65-85-0,8013-63-6) + (3R,5R)-1-(trimethylsilyl)-5-[(phenylmethoxy)methoxy]-1,7-octadiyn-3-ol (331732-18-4) → Benzoic acid (1S,3R)-3-benzyloxymethoxy-1-trimethylsilanylethynyl-hex-5-ynyl ester

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In toluene; benzene; at 20 ℃; for 5h;

DOI:10.1248/cpb.49.213

upstream raw materials:

(R)-3-[(benzyloxymethyl)oxy]hex-5-ynal

trimethylsilylacetylene

Downstream raw materials:

(3S,5R)-5-[(phenylmethoxy)methoxy]-1,7-octadiyn-3-ol

(3S,5R)-3-[[(1,1-dimethyetyl)dimethylsilyl]oxy]-5-[(phenylmethoxy)methoxy]-1,7-octadiyne

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