(2Z,6E)-(4S,5S,8S,9R,10S,12S,13R)-5-(tert-Butyl-dimethyl-silanyloxy)-13-[2,5-dimethoxy-3-(trityl-amino)-phenyl]-4,9,10,13-tetramethoxy-6,8,12-trimethyl-trideca-2,6-dienal

Base Information

Chemical Name:(2Z,6E)-(4S,5S,8S,9R,10S,12S,13R)-5-(tert-Butyl-dimethyl-silanyloxy)-13-[2,5-dimethoxy-3-(trityl-amino)-phenyl]-4,9,10,13-tetramethoxy-6,8,12-trimethyl-trideca-2,6-dienal
CAS No.:145798-96-5
Molecular Formula:C₅₃H₇₃NO₈Si
Molecular Weight:880.25
Hs Code.:

(2Z,6E)-(4S,5S,8S,9R,10S,12S,13R)-5-(tert-Butyl-dimethyl-silanyloxy)-13-[2,5-dimethoxy-3-(trityl-amino)-phenyl]-4,9,10,13-tetramethoxy-6,8,12-trimethyl-trideca-2,6-dienal

Synonyms:(2Z,6E)-(4S,5S,8S,9R,10S,12S,13R)-5-(tert-Butyl-dimethyl-silanyloxy)-13-[2,5-dimethoxy-3-(trityl-amino)-phenyl]-4,9,10,13-tetramethoxy-6,8,12-trimethyl-trideca-2,6-dienal

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Chemical Property of (2Z,6E)-(4S,5S,8S,9R,10S,12S,13R)-5-(tert-Butyl-dimethyl-silanyloxy)-13-[2,5-dimethoxy-3-(trityl-amino)-phenyl]-4,9,10,13-tetramethoxy-6,8,12-trimethyl-trideca-2,6-dienal

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Technology Process of (2Z,6E)-(4S,5S,8S,9R,10S,12S,13R)-5-(tert-Butyl-dimethyl-silanyloxy)-13-[2,5-dimethoxy-3-(trityl-amino)-phenyl]-4,9,10,13-tetramethoxy-6,8,12-trimethyl-trideca-2,6-dienal

There total 19 articles about (2Z,6E)-(4S,5S,8S,9R,10S,12S,13R)-5-(tert-Butyl-dimethyl-silanyloxy)-13-[2,5-dimethoxy-3-(trityl-amino)-phenyl]-4,9,10,13-tetramethoxy-6,8,12-trimethyl-trideca-2,6-dienal 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: 96.0%

: 145798-95-4
(2Z,6E)-(4S,5S,8S,9R,10S,12S,13R)-5-(tert-Butyl-dimethyl-silanyloxy)-13-[2,5-dimethoxy-3-(trityl-amino)-phenyl]-4,9,10,13-tetramethoxy-6,8,12-trimethyl-trideca-2,6-dien-1-ol

: 145798-96-5
(2Z,6E)-(4S,5S,8S,9R,10S,12S,13R)-5-(tert-Butyl-dimethyl-silanyloxy)-13-[2,5-dimethoxy-3-(trityl-amino)-phenyl]-4,9,10,13-tetramethoxy-6,8,12-trimethyl-trideca-2,6-dienal

: (2E,6E)-(4S,5S,8S,9R,10S,12S,13R)-5-(tert-Butyl-dimethyl-silanyloxy)-13-[2,5-dimethoxy-3-(trityl-amino)-phenyl]-4,9,10,13-tetramethoxy-6,8,12-trimethyl-trideca-2,6-dienal

Guidance literature:: With dipyridinium dichromate; In dichloromethane; at 0 ℃; for 2h; Title compound not separated from byproducts;
DOI:10.1246/bcsj.65.2974

Reference yield:

: 145798-95-4
(2Z,6E)-(4S,5S,8S,9R,10S,12S,13R)-5-(tert-Butyl-dimethyl-silanyloxy)-13-[2,5-dimethoxy-3-(trityl-amino)-phenyl]-4,9,10,13-tetramethoxy-6,8,12-trimethyl-trideca-2,6-dien-1-ol

: 145798-96-5
(2Z,6E)-(4S,5S,8S,9R,10S,12S,13R)-5-(tert-Butyl-dimethyl-silanyloxy)-13-[2,5-dimethoxy-3-(trityl-amino)-phenyl]-4,9,10,13-tetramethoxy-6,8,12-trimethyl-trideca-2,6-dienal

Guidance literature:: With dipyridinium dichromate; In dichloromethane; at 25 ℃; for 24h;
DOI:10.1016/S0040-4039(00)79452-4

Reference yield:

: 137788-08-0
(2S,4S,5R,6S,7E,9S,10S)-9-<(t-butyldimethylsilyl)oxy>-4,5,10-trimethoxy-2,6,8-trimethyl-7,11-dodecadienal

: 145798-96-5
(2Z,6E)-(4S,5S,8S,9R,10S,12S,13R)-5-(tert-Butyl-dimethyl-silanyloxy)-13-[2,5-dimethoxy-3-(trityl-amino)-phenyl]-4,9,10,13-tetramethoxy-6,8,12-trimethyl-trideca-2,6-dienal

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) butyllithium / 1.) THF, hexane, -78 deg C, 0.5 h, 2.) THF, -78 deg C, 2 h

2: 100 percent / NaH / dimethylformamide / 6.5 h / 0 °C

3: 76 percent / OsO₄-NaIO₄, phosphate buffer / tetrahydrofuran / 16 h / Ambient temperature

4: 1.) 18-crown-6, potassium bis(trimethylsilyl)amide / 1.) THF, toluene, -78 deg C, 0.5 h, 2.) THF, toluene, -78 deg C, 1 h

5: 89 percent / DIBAL / toluene / 1 h / -78 °C

6: 96 percent / MS 3AP, PDC / CH₂Cl₂ / 2 h / 0 °C

With sodium periodate; osmium(VIII) oxide; dipyridinium dichromate; n-butyllithium; phosphate buffer; 18-crown-6 ether; potassium hexamethylsilazane; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1246/bcsj.65.2974