(3-{4-[3-(tert-butyldiphenylsilanyloxy)propyl]oxazol-2-yl}prop-2-ynyl)carbamic acid methyl ester

Base Information

• Chemical Name: (3-{4-[3-(tert-butyldiphenylsilanyloxy)propyl]oxazol-2-yl}prop-2-ynyl)carbamic acid methyl ester
• CAS No.: 468774-18-7
• Molecular Formula: C₂₇H₃₂N₂O₄Si
• Molecular Weight: 476.648
• Mol file: 468774-18-7.mol

Synonyms:(3-{4-[3-(tert-butyldiphenylsilanyloxy)propyl]oxazol-2-yl}prop-2-ynyl)carbamic acid methyl ester

Chemical Property of (3-{4-[3-(tert-butyldiphenylsilanyloxy)propyl]oxazol-2-yl}prop-2-ynyl)carbamic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3-{4-[3-(tert-butyldiphenylsilanyloxy)propyl]oxazol-2-yl}prop-2-ynyl)carbamic acid methyl ester

There total 9 articles about (3-{4-[3-(tert-butyldiphenylsilanyloxy)propyl]oxazol-2-yl}prop-2-ynyl)carbamic acid methyl 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: 84.0%

prop-2-ynylcarbamic acid methyl ester (139372-09-1) + trifluoromethanesulfonic acid 4-[3-(tert-butyldiphenylsilanyloxy)propyl]-oxazol-2-yl ester (468774-15-4) → (3-{4-[3-(tert-butyldiphenylsilanyloxy)propyl]oxazol-2-yl}prop-2-ynyl)carbamic acid methyl ester (468774-18-7)

Guidance literature:

With 2,6-dimethylpyridine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 20 ℃; for 4h;

DOI:10.1021/jo0610412

Reference yield:

tert-butyl(pent-4-en-1-yloxy)diphenylsilane (132047-92-8) → (3-{4-[3-(tert-butyldiphenylsilanyloxy)propyl]oxazol-2-yl}prop-2-ynyl)carbamic acid methyl ester (468774-18-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 95 percent / OsO₄; TMANO / acetone; H₂O

2: 95 percent / H₂O₂; pyridinium peroxotungstophosphate / CH₂Cl₂ / Heating

3: N,N-dimethylaniline / toluene

4: NH₄OH / H₂O

5: H₂SO₄

6: 80 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 - 20 °C

7: 84 percent / CuI; 2,6-lutidine; Pd(Phh₃)4 / dioxane / 4 h / 20 °C

With 2,6-dimethylpyridine; ammonium hydroxide; copper(l) iodide; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trimethylamine-N-oxide; pyridinium peroxotungstophosphate; sulfuric acid; dihydrogen peroxide; N,N-dimethyl-aniline; In 1,4-dioxane; dichloromethane; water; acetone; toluene;

DOI:10.1021/jo0610412

Reference yield:

5-(tert-butyldiphenylsilanyloxy)pentane-1,2-diol (87008-76-2) → (3-{4-[3-(tert-butyldiphenylsilanyloxy)propyl]oxazol-2-yl}prop-2-ynyl)carbamic acid methyl ester (468774-18-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 95 percent / H₂O₂; pyridinium peroxotungstophosphate / CH₂Cl₂ / Heating

2: N,N-dimethylaniline / toluene

3: NH₄OH / H₂O

4: H₂SO₄

5: 80 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 - 20 °C

6: 84 percent / CuI; 2,6-lutidine; Pd(Phh₃)4 / dioxane / 4 h / 20 °C

With 2,6-dimethylpyridine; ammonium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; pyridinium peroxotungstophosphate; sulfuric acid; dihydrogen peroxide; N,N-dimethyl-aniline; In 1,4-dioxane; dichloromethane; water; toluene;

DOI:10.1021/jo0610412

upstream raw materials:

prop-2-ynylcarbamic acid methyl ester

trifluoromethanesulfonic acid 4-[3-(tert-butyldiphenylsilanyloxy)propyl]-oxazol-2-yl ester

tert-butyl(pent-4-en-1-yloxy)diphenylsilane

5-(tert-butyldiphenylsilanyloxy)pentane-1,2-diol