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

Base Information

• Chemical Name: 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
• CAS No.: 423771-76-0
• Molecular Formula: C₅₁H₇₈O₇Si
• Molecular Weight: 831.262

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

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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)-3-hydroxy-9,15-dimethoxy-4,6,13-trimethyl-16-trityloxy-hexadec-10-enyl ester

There total 5 articles about 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 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: 95.0%

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-triethylsilanyloxy-16-trityloxy-hexadec-10-enyl ester (423771-75-9) → 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 (423771-76-0)

Guidance literature:

With acetic acid; In tetrahydrofuran; water; at 20 ℃; for 6h;

DOI:10.1016/S0040-4020(01)01206-6

Reference yield:

C33H36O4S (157430-93-8) → 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 (423771-76-0)

Guidance literature:

Multi-step reaction with 4 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

With pyridine; dmap; disodium hydrogenphosphate; n-butyllithium; sodium amalgam; acetic acid; In tetrahydrofuran; methanol; hexane; water;

DOI:10.1016/S0040-4020(01)01206-6

Reference yield:

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 (179945-05-2) → 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 (423771-76-0)

Guidance literature:

Multi-step reaction with 4 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

With pyridine; dmap; disodium hydrogenphosphate; n-butyllithium; sodium amalgam; acetic acid; In tetrahydrofuran; methanol; hexane; water;

DOI:10.1016/S0040-4020(01)01206-6

upstream raw materials:

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-triethylsilanyloxy-16-trityloxy-hexadec-10-enyl ester

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

C₃₃H₃₆O₄S

Downstream raw materials:

(2E,4E,14E,20E)-(7R,8R,9R,10R,13S,17R,19R,23S,24R,25S,26S)-9-(tert-Butyl-dimethyl-silanyloxy)-13,19-dimethoxy-8,10,17,24,26-pentamethyl-7-methylsulfanylmethoxy-23,25-bis-triethylsilanyloxy-27-trityloxy-heptacosa-2,4,14,20-tetraenoic acid ethyl ester

2,2-Dimethyl-propionic acid (10E,16E)-(3R,4R,5R,6R,9S,13R,15R,19S,20R,21S,22S)-5-(tert-butyl-dimethyl-silanyloxy)-9,15-dimethoxy-4,6,13,20,22-pentamethyl-3-methylsulfanylmethoxy-19,21-bis-triethylsilanyloxy-23-trityloxy-tricosa-10,16-dienyl ester

(10E,16E)-(3R,4R,5R,6R,9S,13R,15R,19S,20R,21S,22S)-5-(tert-Butyl-dimethyl-silanyloxy)-9,15-dimethoxy-4,6,13,20,22-pentamethyl-3-methylsulfanylmethoxy-19,21-bis-triethylsilanyloxy-23-trityloxy-tricosa-10,16-dien-1-ol

(10E,16E)-(3R,4R,5R,6R,9S,13R,15R,19S,20R,21S,22S)-5-(tert-Butyl-dimethyl-silanyloxy)-9,15-dimethoxy-4,6,13,20,22-pentamethyl-3-methylsulfanylmethoxy-19,21-bis-triethylsilanyloxy-23-trityloxy-tricosa-10,16-dienal

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