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-hexanoic acid

Base Information

Chemical Name: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-hexanoic acid
CAS No.:443123-85-1
Molecular Formula:C₃₇H₆₃NO₆Si₂
Molecular Weight:674.081
Hs Code.:

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-hexanoic acid

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Chemical Property of 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-hexanoic acid

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Technology Process of 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-hexanoic acid

There total 13 articles about 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-hexanoic 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:

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

: 443123-85-1
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-hexanoic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tert-butyl alcohol; at 20 ℃; for 2h;
DOI:10.1016/S0040-4039(02)00289-7

Reference yield:

: 87184-80-3
5-tert-butyldimethylsilyloxypentanal

: 443123-85-1
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-hexanoic acid

Guidance literature:: Multi-step reaction with 12 steps

1: PPh₃; Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

2: nBuLi / tetrahydrofuran / 0.5 h / -78 °C

3: camphorsulfonic acid / methanol; CH₂Cl₂ / 0.5 h / 0 °C

4: H₂ / Lindlar's catalyst / hexane

5: 79 percent / mCPBA / CH₂Cl₂ / 0.75 h / 0 - 20 °C

6: 88 percent / NaN₃; NH₄Cl / methanol; H₂O / 15 h / 0 - 20 °C

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

8: EDCI; HOBt / CH₂Cl₂ / 5.25 h / 0 - 20 °C

9: 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

10: camphorsulfonic acid / methanol; CH₂Cl₂ / 5 h / 0 °C

11: SO₃-py; Et₃N; DMSO / CH₂Cl₂ / 0.5 h / 0 °C

12: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 2 h / 20 °C

With 2,6-dimethylpyridine; sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; n-butyllithium; sodium azide; 2-methyl-but-2-ene; pyridine-SO₃ complex; camphor-10-sulfonic acid; hydrogen; ammonium chloride; benzotriazol-1-ol; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/S0040-4039(02)00289-7

Reference yield:

: 103437-52-1
6-trimethylsilanyl-hex-5-yn-1-ol

: 443123-85-1
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-hexanoic acid

Guidance literature:: Multi-step reaction with 9 steps

1: H₂ / Lindlar's catalyst / hexane

2: 79 percent / mCPBA / CH₂Cl₂ / 0.75 h / 0 - 20 °C

3: 88 percent / NaN₃; NH₄Cl / methanol; H₂O / 15 h / 0 - 20 °C

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

5: EDCI; HOBt / CH₂Cl₂ / 5.25 h / 0 - 20 °C

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

7: camphorsulfonic acid / methanol; CH₂Cl₂ / 5 h / 0 °C

8: SO₃-py; Et₃N; DMSO / CH₂Cl₂ / 0.5 h / 0 °C

9: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 2 h / 20 °C

With 2,6-dimethylpyridine; sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; sodium azide; 2-methyl-but-2-ene; pyridine-SO₃ complex; camphor-10-sulfonic acid; hydrogen; ammonium chloride; benzotriazol-1-ol; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; Lindlar's catalyst; In methanol; diethyl ether; hexane; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/S0040-4039(02)00289-7