2,2-Dimethyl-propionic acid (E)-(3R,4R,5R,6R,9S,13R,15R)-5-(tert-butyl-dimethyl-silanyloxy)-9,15-dimethoxy-4,6,13-trimethyl-3-methylsulfanylmethoxy-16-trityloxy-hexadec-10-enyl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (E)-(3R,4R,5R,6R,9S,13R,15R)-5-(tert-butyl-dimethyl-silanyloxy)-9,15-dimethoxy-4,6,13-trimethyl-3-methylsulfanylmethoxy-16-trityloxy-hexadec-10-enyl ester
CAS No.:423771-77-1
Molecular Formula:C₅₃H₈₂O₇SSi
Molecular Weight:891.381
Hs Code.:

2,2-Dimethyl-propionic acid (E)-(3R,4R,5R,6R,9S,13R,15R)-5-(tert-butyl-dimethyl-silanyloxy)-9,15-dimethoxy-4,6,13-trimethyl-3-methylsulfanylmethoxy-16-trityloxy-hexadec-10-enyl ester

Synonyms:2,2-Dimethyl-propionic acid (E)-(3R,4R,5R,6R,9S,13R,15R)-5-(tert-butyl-dimethyl-silanyloxy)-9,15-dimethoxy-4,6,13-trimethyl-3-methylsulfanylmethoxy-16-trityloxy-hexadec-10-enyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (E)-(3R,4R,5R,6R,9S,13R,15R)-5-(tert-butyl-dimethyl-silanyloxy)-9,15-dimethoxy-4,6,13-trimethyl-3-methylsulfanylmethoxy-16-trityloxy-hexadec-10-enyl ester

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Technology Process of 2,2-Dimethyl-propionic acid (E)-(3R,4R,5R,6R,9S,13R,15R)-5-(tert-butyl-dimethyl-silanyloxy)-9,15-dimethoxy-4,6,13-trimethyl-3-methylsulfanylmethoxy-16-trityloxy-hexadec-10-enyl ester

There total 6 articles about 2,2-Dimethyl-propionic acid (E)-(3R,4R,5R,6R,9S,13R,15R)-5-(tert-butyl-dimethyl-silanyloxy)-9,15-dimethoxy-4,6,13-trimethyl-3-methylsulfanylmethoxy-16-trityloxy-hexadec-10-enyl 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: 82.0%

: 67-68-5,8070-53-9
dimethyl sulfoxide

: 423771-76-0
2,2-Dimethyl-propionic acid (E)-(3R,4R,5R,6R,9S,13R,15R)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-9,15-dimethoxy-4,6,13-trimethyl-16-trityloxy-hexadec-10-enyl ester

: 423771-77-1
2,2-Dimethyl-propionic acid (E)-(3R,4R,5R,6R,9S,13R,15R)-5-(tert-butyl-dimethyl-silanyloxy)-9,15-dimethoxy-4,6,13-trimethyl-3-methylsulfanylmethoxy-16-trityloxy-hexadec-10-enyl ester

Guidance literature:: With acetic anhydride; acetic acid; at 20 - 40 ℃; for 7h;
DOI:10.1016/S0040-4020(01)01206-6

Reference yield:

: 179945-05-2
2,2-Dimethyl-propionic acid (3R,4R,5R,6R,9S)-5-(tert-butyl-dimethyl-silanyloxy)-9-methoxy-4,6-dimethyl-10-oxo-3-triethylsilanyloxy-decyl ester

: 423771-77-1
2,2-Dimethyl-propionic acid (E)-(3R,4R,5R,6R,9S,13R,15R)-5-(tert-butyl-dimethyl-silanyloxy)-9,15-dimethoxy-4,6,13-trimethyl-3-methylsulfanylmethoxy-16-trityloxy-hexadec-10-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: BuLi / tetrahydrofuran; hexane / 135 h / -78 °C

2: DMAP; pyridine / 2 h / 20 °C

3: 73.4 mg / 5 percent Na-Hg; Na₂HPO₄ / methanol / 1.67 h / 0 °C

4: 95 percent / AcOH / tetrahydrofuran; H₂O / 6 h / 20 °C

5: 82 percent / AcOH; Ac₂O / 7 h / 20 - 40 °C

With pyridine; dmap; disodium hydrogenphosphate; n-butyllithium; sodium amalgam; acetic anhydride; acetic acid; In tetrahydrofuran; methanol; hexane; water;
DOI:10.1016/S0040-4020(01)01206-6

Reference yield:

: 157430-93-8
C₃₃H₃₆O₄S

: 423771-77-1
2,2-Dimethyl-propionic acid (E)-(3R,4R,5R,6R,9S,13R,15R)-5-(tert-butyl-dimethyl-silanyloxy)-9,15-dimethoxy-4,6,13-trimethyl-3-methylsulfanylmethoxy-16-trityloxy-hexadec-10-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: BuLi / tetrahydrofuran; hexane / 135 h / -78 °C

2: DMAP; pyridine / 2 h / 20 °C

3: 73.4 mg / 5 percent Na-Hg; Na₂HPO₄ / methanol / 1.67 h / 0 °C

4: 95 percent / AcOH / tetrahydrofuran; H₂O / 6 h / 20 °C

5: 82 percent / AcOH; Ac₂O / 7 h / 20 - 40 °C

With pyridine; dmap; disodium hydrogenphosphate; n-butyllithium; sodium amalgam; acetic anhydride; acetic acid; In tetrahydrofuran; methanol; hexane; water;
DOI:10.1016/S0040-4020(01)01206-6