(2S,6S,7R,8S,E)-8-(tert-butyldiphenylsilyloxy)-7-methoxy-2,4,6-trimethylnon-4-en-1-ol

Base Information

Chemical Name:(2S,6S,7R,8S,E)-8-(tert-butyldiphenylsilyloxy)-7-methoxy-2,4,6-trimethylnon-4-en-1-ol
CAS No.:949148-89-4
Molecular Formula:C₂₉H₄₄O₃Si
Molecular Weight:468.752
Hs Code.:

Synonyms:(2S,6S,7R,8S,E)-8-(tert-butyldiphenylsilyloxy)-7-methoxy-2,4,6-trimethylnon-4-en-1-ol

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Chemical Property of (2S,6S,7R,8S,E)-8-(tert-butyldiphenylsilyloxy)-7-methoxy-2,4,6-trimethylnon-4-en-1-ol

Chemical Property:

Purity/Quality:

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Technology Process of (2S,6S,7R,8S,E)-8-(tert-butyldiphenylsilyloxy)-7-methoxy-2,4,6-trimethylnon-4-en-1-ol

There total 8 articles about (2S,6S,7R,8S,E)-8-(tert-butyldiphenylsilyloxy)-7-methoxy-2,4,6-trimethylnon-4-en-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:

: (2S,6S,7R,8S,E)-8-(tert-butyldiphenylsilyloxy)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-7-methoxy-N,2,4,6-tetramethylnon-4-enamide

: 949148-89-4
(2S,6S,7R,8S,E)-8-(tert-butyldiphenylsilyloxy)-7-methoxy-2,4,6-trimethylnon-4-en-1-ol

: (2R,6S,7R,8S,E)-8-(tert-butyldiphenylsilyloxy)-7-methoxy-2,4,6-trimethylnon-4-en-1-ol

Guidance literature:: With borane-ammonia complex; lithium diisopropyl amide; In tetrahydrofuran; hexane; at 20 ℃; for 2h;
DOI:10.1021/ol701427k

Reference yield:

: 949148-84-9
(E)-(S)-3-(dimethyl-phenyl-silanyl)-3-methyl-hex-4-enoic acid methyl ester

: 949148-89-4
(2S,6S,7R,8S,E)-8-(tert-butyldiphenylsilyloxy)-7-methoxy-2,4,6-trimethylnon-4-en-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 62 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 24 h / -50 °C

2.1: LiOH / tetrahydrofuran; methanol; H₂O / 3 h / 20 °C

3.1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 20 °C

4.1: 1.68 g / diethyl ether / 0.5 h / 0 °C

5.1: 80 percent / silver benzoate / CH₂Cl₂ / 0.08 h / 20 °C

6.1: lithium diisopropylamide / tetrahydrofuran; hexane / 1.75 h / -78 - 0 °C

6.2: tetrahydrofuran; hexane / 0.5 h / 0 °C

7.1: lithium diisopropylamide; BH₃*NH₃ / tetrahydrofuran; hexane / 2 h / 20 °C

With lithium hydroxide; borane-ammonia complex; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; silver benzoate; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol701427k

Reference yield:

: C₂₇H₃₈O₄Si

: 949148-89-4
(2S,6S,7R,8S,E)-8-(tert-butyldiphenylsilyloxy)-7-methoxy-2,4,6-trimethylnon-4-en-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 20 °C

2.1: 1.68 g / diethyl ether / 0.5 h / 0 °C

3.1: 80 percent / silver benzoate / CH₂Cl₂ / 0.08 h / 20 °C

4.1: lithium diisopropylamide / tetrahydrofuran; hexane / 1.75 h / -78 - 0 °C

4.2: tetrahydrofuran; hexane / 0.5 h / 0 °C

5.1: lithium diisopropylamide; BH₃*NH₃ / tetrahydrofuran; hexane / 2 h / 20 °C

With borane-ammonia complex; oxalyl dichloride; silver benzoate; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol701427k