(4E,11E,13E)-(3S,6S,7S,10R)-3,7-Dihydroxy-10-methoxy-4,6,14-trimethyl-9-oxo-15-[3-(2-trimethylsilanyl-ethoxycarbonylamino)-5-(2-trimethylsilanyl-ethoxycarbonyloxy)-phenyl]-pentadeca-4,11,13-trienethioic acid S-(2-acetylamino-ethyl) ester

Base Information

Chemical Name:(4E,11E,13E)-(3S,6S,7S,10R)-3,7-Dihydroxy-10-methoxy-4,6,14-trimethyl-9-oxo-15-[3-(2-trimethylsilanyl-ethoxycarbonylamino)-5-(2-trimethylsilanyl-ethoxycarbonyloxy)-phenyl]-pentadeca-4,11,13-trienethioic acid S-(2-acetylamino-ethyl) ester
CAS No.:875439-84-2
Molecular Formula:C₄₁H₆₆N₂O₁₁SSi₂
Molecular Weight:851.219
Hs Code.:

(4E,11E,13E)-(3S,6S,7S,10R)-3,7-Dihydroxy-10-methoxy-4,6,14-trimethyl-9-oxo-15-[3-(2-trimethylsilanyl-ethoxycarbonylamino)-5-(2-trimethylsilanyl-ethoxycarbonyloxy)-phenyl]-pentadeca-4,11,13-trienethioic acid S-(2-acetylamino-ethyl) ester

Synonyms:(4E,11E,13E)-(3S,6S,7S,10R)-3,7-Dihydroxy-10-methoxy-4,6,14-trimethyl-9-oxo-15-[3-(2-trimethylsilanyl-ethoxycarbonylamino)-5-(2-trimethylsilanyl-ethoxycarbonyloxy)-phenyl]-pentadeca-4,11,13-trienethioic acid S-(2-acetylamino-ethyl) ester

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Chemical Property of (4E,11E,13E)-(3S,6S,7S,10R)-3,7-Dihydroxy-10-methoxy-4,6,14-trimethyl-9-oxo-15-[3-(2-trimethylsilanyl-ethoxycarbonylamino)-5-(2-trimethylsilanyl-ethoxycarbonyloxy)-phenyl]-pentadeca-4,11,13-trienethioic acid S-(2-acetylamino-ethyl) ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (4E,11E,13E)-(3S,6S,7S,10R)-3,7-Dihydroxy-10-methoxy-4,6,14-trimethyl-9-oxo-15-[3-(2-trimethylsilanyl-ethoxycarbonylamino)-5-(2-trimethylsilanyl-ethoxycarbonyloxy)-phenyl]-pentadeca-4,11,13-trienethioic acid S-(2-acetylamino-ethyl) ester

There total 25 articles about (4E,11E,13E)-(3S,6S,7S,10R)-3,7-Dihydroxy-10-methoxy-4,6,14-trimethyl-9-oxo-15-[3-(2-trimethylsilanyl-ethoxycarbonylamino)-5-(2-trimethylsilanyl-ethoxycarbonyloxy)-phenyl]-pentadeca-4,11,13-trienethioic acid S-(2-acetylamino-ethyl) 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: 85.0%

: 875439-83-1
3,7-bis-(tert-butyl-dimethyl-silanyloxy)-10-methoxy-4,6,14-trimethyl-9-oxo-15-[3-(2-trimethylsilanyl-ethoxycarbonylamino)-5-(2-trimethylsilanyl-ethoxycarbonyloxy)-phenyl]-pentadeca-4,11,13-trienethioic acid S-(2-acetylamino-ethyl) ester

: 875439-84-2
(4E,11E,13E)-(3S,6S,7S,10R)-3,7-Dihydroxy-10-methoxy-4,6,14-trimethyl-9-oxo-15-[3-(2-trimethylsilanyl-ethoxycarbonylamino)-5-(2-trimethylsilanyl-ethoxycarbonyloxy)-phenyl]-pentadeca-4,11,13-trienethioic acid S-(2-acetylamino-ethyl) ester

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; for 20h;
DOI:10.1021/ol052588q

Reference yield:

: 875439-73-9
3-amino-5-[(E)-3-iodo-2-methylprop-2-enyl]-phenol

: 875439-84-2
(4E,11E,13E)-(3S,6S,7S,10R)-3,7-Dihydroxy-10-methoxy-4,6,14-trimethyl-9-oxo-15-[3-(2-trimethylsilanyl-ethoxycarbonylamino)-5-(2-trimethylsilanyl-ethoxycarbonyloxy)-phenyl]-pentadeca-4,11,13-trienethioic acid S-(2-acetylamino-ethyl) ester

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / pyridine / CH₂Cl₂ / 0 °C

2: 72 percent / tetrabutylammonium bromide; cesium carbonate; triethylamine / Pd(OAc)2 / dimethylformamide / 3 h

3: 83 percent / oxalyl chloride; triethylamine / dimethylsulfoxide; CH₂Cl₂ / -60 - -40 °C

4: 99 percent / NaClO₂; NaH₂PO₄*H₂O; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 1 h

5: 56 percent / 4-(dimethylamino)pyridine; dicyclohexyl carbodiimide / CH₂Cl₂ / 0 - 20 °C

6: 85 percent / pyridine*HF / tetrahydrofuran / 20 h

With pyridine; dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; tetrabutylammomium bromide; caesium carbonate; pyridine hydrogenfluoride; triethylamine; dicyclohexyl-carbodiimide; palladium diacetate; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol; 2: Heck reaction;
DOI:10.1021/ol052588q

Reference yield:

: (E)-3-(3-amino-5-hydroxy-phenyl)-2-methyl-prop-1-ene

: 875439-84-2
(4E,11E,13E)-(3S,6S,7S,10R)-3,7-Dihydroxy-10-methoxy-4,6,14-trimethyl-9-oxo-15-[3-(2-trimethylsilanyl-ethoxycarbonylamino)-5-(2-trimethylsilanyl-ethoxycarbonyloxy)-phenyl]-pentadeca-4,11,13-trienethioic acid S-(2-acetylamino-ethyl) ester

Guidance literature:: Multi-step reaction with 7 steps

1: 615 mg / I₂ / 1,2-dichloro-ethane; hexane; tetrahydrofuran / 1 h / -30 °C

2: 89 percent / pyridine / CH₂Cl₂ / 0 °C

3: 72 percent / tetrabutylammonium bromide; cesium carbonate; triethylamine / Pd(OAc)2 / dimethylformamide / 3 h

4: 83 percent / oxalyl chloride; triethylamine / dimethylsulfoxide; CH₂Cl₂ / -60 - -40 °C

5: 99 percent / NaClO₂; NaH₂PO₄*H₂O; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 1 h

6: 56 percent / 4-(dimethylamino)pyridine; dicyclohexyl carbodiimide / CH₂Cl₂ / 0 - 20 °C

7: 85 percent / pyridine*HF / tetrahydrofuran / 20 h

With pyridine; dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; tetrabutylammomium bromide; iodine; caesium carbonate; pyridine hydrogenfluoride; triethylamine; dicyclohexyl-carbodiimide; palladium diacetate; In tetrahydrofuran; hexane; dichloromethane; water; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol; 3: Heck reaction;
DOI:10.1021/ol052588q