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

Base Information

Chemical Name:(6S,7R,8S,E)-8-(tert-butyldiphenylsilyloxy)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-7-methoxy-N,4,6-trimethylnon-4-enamide
CAS No.:949148-87-2
Molecular Formula:C₃₈H₅₃NO₄Si
Molecular Weight:615.929
Hs Code.:

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

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Chemical Property of (6S,7R,8S,E)-8-(tert-butyldiphenylsilyloxy)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-7-methoxy-N,4,6-trimethylnon-4-enamide

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Technology Process of (6S,7R,8S,E)-8-(tert-butyldiphenylsilyloxy)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-7-methoxy-N,4,6-trimethylnon-4-enamide

There total 6 articles about (6S,7R,8S,E)-8-(tert-butyldiphenylsilyloxy)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-7-methoxy-N,4,6-trimethylnon-4-enamide 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: 80.0%

: 949148-86-1
(6S,7R,8S,E)-8-(tert-butyldiphenylsilyloxy)-1-diazo-7-methoxy-4,6-dimethylnon-4-en-2-one

: 90-82-4,7009-81-6,90-83-5,6912-63-6
pseudoephedrine

: 949148-87-2
(6S,7R,8S,E)-8-(tert-butyldiphenylsilyloxy)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-7-methoxy-N,4,6-trimethylnon-4-enamide

Guidance literature:: With silver benzoate; In dichloromethane; at 20 ℃; for 0.0833333h;
DOI:10.1021/ol701427k

Reference yield:

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

: 949148-87-2
(6S,7R,8S,E)-8-(tert-butyldiphenylsilyloxy)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-7-methoxy-N,4,6-trimethylnon-4-enamide

Guidance literature:: Multi-step reaction with 5 steps

1: 62 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 24 h / -50 °C

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

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

4: 1.68 g / diethyl ether / 0.5 h / 0 °C

5: 80 percent / silver benzoate / CH₂Cl₂ / 0.08 h / 20 °C

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

Reference yield:

: 949148-83-8
(3E,5S,6R,7S)-7-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-3,5-dimethyl-oct-3-enoic acid methyl ester

: 949148-87-2
(6S,7R,8S,E)-8-(tert-butyldiphenylsilyloxy)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-7-methoxy-N,4,6-trimethylnon-4-enamide

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: 1.68 g / diethyl ether / 0.5 h / 0 °C

4: 80 percent / silver benzoate / CH₂Cl₂ / 0.08 h / 20 °C

With lithium hydroxide; oxalyl dichloride; silver benzoate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol701427k