[(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-enoylamino]-acetic acid methyl ester

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-enoylamino]-acetic acid methyl ester
CAS No.:596818-28-9
Molecular Formula:C₄₀H₆₆N₂O₇Si₂
Molecular Weight:743.144
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-enoylamino]-acetic acid methyl ester

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-enoylamino]-acetic acid methyl ester

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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-enoylamino]-acetic acid methyl ester

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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-enoylamino]-acetic acid methyl ester

There total 15 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-enoylamino]-acetic acid methyl ester 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: 65.0%

: 5680-79-5,883886-67-7
glycine ethyl ester hydrochloride

: 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

: 596818-28-9
[(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-enoylamino]-acetic acid methyl ester

Guidance literature:: (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; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

glycine ethyl ester hydrochloride; With N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃; for 12h;
DOI:10.1016/S0040-4039(03)01171-7

Reference yield:

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

: 596818-28-9
[(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-enoylamino]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 12 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

12.1: HOBt; EDCI / CH₂Cl₂

12.2: 65 percent / DIPEA / dimethylformamide; CH₂Cl₂ / 12 h / 0 - 20 °C

With 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; formic acid; sodium azide; pyridine-SO₃ complex; hydrogen; potassium carbonate; ammonium chloride; benzotriazol-1-ol; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 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:

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

: 596818-28-9
[(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-enoylamino]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 11 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

11.1: HOBt; EDCI / CH₂Cl₂

11.2: 65 percent / DIPEA / dimethylformamide; CH₂Cl₂ / 12 h / 0 - 20 °C

With 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; formic acid; sodium azide; pyridine-SO₃ complex; hydrogen; potassium carbonate; ammonium chloride; benzotriazol-1-ol; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 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