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

Base Information

Chemical Name:(3S,5R)-3-[[(1,1-dimethyetyl)dimethylsilyl]oxy]-5-[(phenylmethoxy)methoxy]-1,7-octadiyne
CAS No.:331732-21-9
Molecular Formula:C₂₂H₃₂O₃Si
Molecular Weight:372.58
Hs Code.:

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

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

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

There total 5 articles about (3S,5R)-3-[[(1,1-dimethyetyl)dimethylsilyl]oxy]-5-[(phenylmethoxy)methoxy]-1,7-octadiyne 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: 100.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 331732-19-5
(3S,5R)-5-[(phenylmethoxy)methoxy]-1,7-octadiyn-3-ol

: 331732-21-9
(3S,5R)-3-[[(1,1-dimethyetyl)dimethylsilyl]oxy]-5-[(phenylmethoxy)methoxy]-1,7-octadiyne

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1248/cpb.49.213

Reference yield:

: 203126-81-2
(R)-3-[(benzyloxymethyl)oxy]hex-5-ynal

: 331732-21-9
(3S,5R)-3-[[(1,1-dimethyetyl)dimethylsilyl]oxy]-5-[(phenylmethoxy)methoxy]-1,7-octadiyne

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 0.25 h / -40 °C

1.2: 61 percent / hexane; tetrahydrofuran / 0.5 h / -40 °C

2.1: DEAD; Ph₃P / benzene; toluene / 5 h / 20 °C

3.1: K₂CO₃; MeOH / 0.5 h / 20 °C

4.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

With 2,6-dimethylpyridine; methanol; n-butyllithium; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; dichloromethane; toluene; benzene; 2.1: Mitsunobu reaction;
DOI:10.1248/cpb.49.213

Reference yield:

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

: 331732-21-9
(3S,5R)-3-[[(1,1-dimethyetyl)dimethylsilyl]oxy]-5-[(phenylmethoxy)methoxy]-1,7-octadiyne

Guidance literature:: Multi-step reaction with 3 steps

1: DEAD; Ph₃P / benzene; toluene / 5 h / 20 °C

2: K₂CO₃; MeOH / 0.5 h / 20 °C

3: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

With 2,6-dimethylpyridine; methanol; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In dichloromethane; toluene; benzene; 1: Mitsunobu reaction;
DOI:10.1248/cpb.49.213