(Z)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((2E,4E,10E)-(6S,7S,8R,9S)-7,9-dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoylamino)-6-trimethylsilanyl-hex-2-enoic acid

Base Information

Chemical Name:(Z)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((2E,4E,10E)-(6S,7S,8R,9S)-7,9-dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoylamino)-6-trimethylsilanyl-hex-2-enoic acid
CAS No.:596818-27-8
Molecular Formula:C₃₇H₆₁NO₆Si₂
Molecular Weight:672.065
Hs Code.:

(Z)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((2E,4E,10E)-(6S,7S,8R,9S)-7,9-dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoylamino)-6-trimethylsilanyl-hex-2-enoic acid

Synonyms:(Z)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((2E,4E,10E)-(6S,7S,8R,9S)-7,9-dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoylamino)-6-trimethylsilanyl-hex-2-enoic acid

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Chemical Property of (Z)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((2E,4E,10E)-(6S,7S,8R,9S)-7,9-dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoylamino)-6-trimethylsilanyl-hex-2-enoic acid

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Technology Process of (Z)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((2E,4E,10E)-(6S,7S,8R,9S)-7,9-dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoylamino)-6-trimethylsilanyl-hex-2-enoic acid

There total 14 articles about (Z)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((2E,4E,10E)-(6S,7S,8R,9S)-7,9-dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoylamino)-6-trimethylsilanyl-hex-2-enoic acid 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: 74.0%

: 596818-26-7
(2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoic acid [(Z)-2-(tert-butyl-dimethyl-silanyloxy)-6-hydroxy-1-trimethylsilanyl-hex-4-enyl]-amide

: 596818-27-8
(Z)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((2E,4E,10E)-(6S,7S,8R,9S)-7,9-dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoylamino)-6-trimethylsilanyl-hex-2-enoic acid

Guidance literature:: (2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoic acid [(Z)-2-(tert-butyl-dimethyl-silanyloxy)-6-hydroxy-1-trimethylsilanyl-hex-4-enyl]-amide; With pyridine-SO₃ complex; dimethyl sulfoxide; triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tert-butyl alcohol; at 20 ℃; for 2h;
DOI:10.1016/S0040-4039(03)01171-7

Reference yield:

: 71321-16-9
3-(trimethylsilyl)prop-2-yn-1-yl 4-methylbenzenesulfonate

: 596818-27-8
(Z)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((2E,4E,10E)-(6S,7S,8R,9S)-7,9-dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoylamino)-6-trimethylsilanyl-hex-2-enoic acid

Guidance literature:: Multi-step reaction with 10 steps

1.1: 76 percent / NaI; K₂CO₃ / dimethylformamide / 12 h / 20 °C

2.1: 53 percent / H₂; NaBH₄; (CH₂NH₂)2 / Ni(OAc)2*4H₂O / ethanol / 8 h / 20 °C

3.1: 82 percent / Et₃N; DMAP / CH₂Cl₂ / 12 h / 0 - 20 °C

4.1: 55 percent / mCPBA / CH₂Cl₂ / 2 h / 0 - 20 °C

5.1: 78 percent / NaN₃; NH₄Cl / methanol; H₂O / 15 h / 0 - 20 °C

6.1: LiAlH₄ / diethyl ether / 2 h / 0 - 20 °C

7.1: CH₂Cl₂ / 12 h

8.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

9.1: 70 percent / HCO₂H / diethyl ether / 0.17 h / 0 °C

10.1: SO₃*pyridine; Et₃N; DMSO / CH₂Cl₂ / 0.5 h / 0 °C

10.2: 74 percent / NaClo₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 2 h / 20 °C

With 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; formic acid; sodium azide; pyridine-SO₃ complex; hydrogen; potassium carbonate; ammonium chloride; dimethyl sulfoxide; ethylenediamine; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium iodide; nickel diacetate; In methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(03)01171-7

Reference yield:

: 5272-36-6
3-trimethylsilyl-2-propyn-1-ol

: 596818-27-8
(Z)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((2E,4E,10E)-(6S,7S,8R,9S)-7,9-dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoylamino)-6-trimethylsilanyl-hex-2-enoic acid

Guidance literature:: Multi-step reaction with 11 steps

1.1: 93 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 0 - 20 °C

2.1: 76 percent / NaI; K₂CO₃ / dimethylformamide / 12 h / 20 °C

3.1: 53 percent / H₂; NaBH₄; (CH₂NH₂)2 / Ni(OAc)2*4H₂O / ethanol / 8 h / 20 °C

4.1: 82 percent / Et₃N; DMAP / CH₂Cl₂ / 12 h / 0 - 20 °C

5.1: 55 percent / mCPBA / CH₂Cl₂ / 2 h / 0 - 20 °C

6.1: 78 percent / NaN₃; NH₄Cl / methanol; H₂O / 15 h / 0 - 20 °C

7.1: LiAlH₄ / diethyl ether / 2 h / 0 - 20 °C

8.1: CH₂Cl₂ / 12 h

9.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

10.1: 70 percent / HCO₂H / diethyl ether / 0.17 h / 0 °C

11.1: SO₃*pyridine; Et₃N; DMSO / CH₂Cl₂ / 0.5 h / 0 °C

11.2: 74 percent / NaClo₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 2 h / 20 °C

With 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; formic acid; sodium azide; pyridine-SO₃ complex; hydrogen; potassium carbonate; ammonium chloride; dimethyl sulfoxide; ethylenediamine; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium iodide; nickel diacetate; In methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(03)01171-7