methanesulfonic acid 3-{4-[(2,4-bis-trifluoromethyl-phenyl)-tert-butoxycarbonyl-amino]-6-chloro-2-methyl-pyrimidin-5-yl}-4-(tert-butyl-diphenyl-silanyloxy)-butyl ester

Base Information

• Chemical Name: methanesulfonic acid 3-{4-[(2,4-bis-trifluoromethyl-phenyl)-tert-butoxycarbonyl-amino]-6-chloro-2-methyl-pyrimidin-5-yl}-4-(tert-butyl-diphenyl-silanyloxy)-butyl ester
• CAS No.: 862901-69-7
• Molecular Formula: C₃₉H₄₄ClF₆N₃O₆SSi
• Molecular Weight: 860.39
• Mol file: 862901-69-7.mol

Synonyms:

Chemical Property of methanesulfonic acid 3-{4-[(2,4-bis-trifluoromethyl-phenyl)-tert-butoxycarbonyl-amino]-6-chloro-2-methyl-pyrimidin-5-yl}-4-(tert-butyl-diphenyl-silanyloxy)-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methanesulfonic acid 3-{4-[(2,4-bis-trifluoromethyl-phenyl)-tert-butoxycarbonyl-amino]-6-chloro-2-methyl-pyrimidin-5-yl}-4-(tert-butyl-diphenyl-silanyloxy)-butyl ester

There total 9 articles about methanesulfonic acid 3-{4-[(2,4-bis-trifluoromethyl-phenyl)-tert-butoxycarbonyl-amino]-6-chloro-2-methyl-pyrimidin-5-yl}-4-(tert-butyl-diphenyl-silanyloxy)-butyl 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:

(2,4-bis-trifluoromethyl-phenyl)-{5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-propyl]-6-chloro-2-methyl-pyrimidin-4-yl}-carbamic acid tert-butyl ester + methanesulfonyl chloride (124-63-0) → methanesulfonic acid 3-{4-[(2,4-bis-trifluoromethyl-phenyl)-tert-butoxycarbonyl-amino]-6-chloro-2-methyl-pyrimidin-5-yl}-4-(tert-butyl-diphenyl-silanyloxy)-butyl ester (862901-69-7)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1016/j.bmcl.2005.05.040

Reference yield:

(4,6-dihydroxy-2-methyl-pyrimidin-5-yl)-acetic acid ethyl ester → methanesulfonic acid 3-{4-[(2,4-bis-trifluoromethyl-phenyl)-tert-butoxycarbonyl-amino]-6-chloro-2-methyl-pyrimidin-5-yl}-4-(tert-butyl-diphenyl-silanyloxy)-butyl ester (862901-69-7)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 73 percent / POCl₃ / 3.5 h / Heating

2.1: 68 percent / LiHMDS / hexane; tetrahydrofuran / 0 - 20 °C

3.1: 86 percent / DIBAl-H / hexane; CH₂Cl₂ / 3 h / -78 - 0 °C

4.1: 90 percent / imidazole; DMAP / dimethylformamide / 2 h / 0 - 20 °C

5.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

5.2: tetrahydrofuran / 5 h / Heating

6.1: DMAP / CH₂Cl₂ / 48 h / 20 °C

7.1: O₃ / CH₂Cl₂ / 0.5 h / -78 °C

7.2: NaBH₄ / 3 h / 20 °C

8.1: Et₃N / CH₂Cl₂ / 18 h / 20 °C

With 1H-imidazole; dmap; sodium hydride; diisobutylaluminium hydride; ozone; triethylamine; lithium hexamethyldisilazane; trichlorophosphate; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2005.05.040

Reference yield:

2-(4,6-dichloro-2-methyl-pyrimidin-5-yl)-pent-4-en-1-ol (474103-23-6) → methanesulfonic acid 3-{4-[(2,4-bis-trifluoromethyl-phenyl)-tert-butoxycarbonyl-amino]-6-chloro-2-methyl-pyrimidin-5-yl}-4-(tert-butyl-diphenyl-silanyloxy)-butyl ester (862901-69-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 90 percent / imidazole; DMAP / dimethylformamide / 2 h / 0 - 20 °C

2.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

2.2: tetrahydrofuran / 5 h / Heating

3.1: DMAP / CH₂Cl₂ / 48 h / 20 °C

4.1: O₃ / CH₂Cl₂ / 0.5 h / -78 °C

4.2: NaBH₄ / 3 h / 20 °C

5.1: Et₃N / CH₂Cl₂ / 18 h / 20 °C

With 1H-imidazole; dmap; sodium hydride; ozone; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2005.05.040

upstream raw materials:

methanesulfonyl chloride

2-(4,6-dichloro-2-methyl-pyrimidin-5-yl)-pent-4-en-1-ol

5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-4,6-dichloro-2-methyl-pyrimidine

(2,4-bis-trifluoromethyl-phenyl)-{5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-6-chloro-2-methyl-pyrimidin-4-yl}-amine

Downstream raw materials:

8-(2,4-bis-trifluoromethyl-phenyl)-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-chloro-2-methyl-5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidine

(S)-2-Acetoxy-propionic acid (S)-8-(2,4-bis-trifluoromethyl-phenyl)-4-chloro-2-methyl-5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidin-5-ylmethyl ester

(S)-2-Acetoxy-propionic acid (R)-8-(2,4-bis-trifluoromethyl-phenyl)-4-chloro-2-methyl-5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidin-5-ylmethyl ester

5-(2,4-bis-trifluoromethyl-phenyl)-7-methyl-1-(1-propyl-butyl)-1,2,2a,3,4,5-hexahydro-1,5,6,8-tetraaza-acenaphthylene