1H-Tetrazole, 5-[[2-[(4R,6S)-2,2-dimethyl-6-(2-phenylethyl)-1,3-dioxan-4-yl]ethyl]sulfon yl]-1-phenyl-

Base Information

• Chemical Name: 1H-Tetrazole, 5-[[2-[(4R,6S)-2,2-dimethyl-6-(2-phenylethyl)-1,3-dioxan-4-yl]ethyl]sulfon yl]-1-phenyl-
• CAS No.: 485321-85-5
• Molecular Formula: C23H28N4O4S
• Molecular Weight: 456.566
• Mol file: 485321-85-5.mol

Synonyms:

Chemical Property of 1H-Tetrazole, 5-[[2-[(4R,6S)-2,2-dimethyl-6-(2-phenylethyl)-1,3-dioxan-4-yl]ethyl]sulfon yl]-1-phenyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Tetrazole, 5-[[2-[(4R,6S)-2,2-dimethyl-6-(2-phenylethyl)-1,3-dioxan-4-yl]ethyl]sulfon yl]-1-phenyl-

There total 18 articles about 1H-Tetrazole, 5-[[2-[(4R,6S)-2,2-dimethyl-6-(2-phenylethyl)-1,3-dioxan-4-yl]ethyl]sulfon yl]-1-phenyl- 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%

5-{2-[(4R,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl]-ethylsulfanyl}-1-phenyl-1H-tetrazole (485321-90-2) → 5-{2-[(4R,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl]-ethylsulfonyl}-1-phenyl-1H-tetrazole (485321-85-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/S0040-4039(02)02181-0

Reference yield:

2-{(4S,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl}-ethanol (485321-74-2) → 5-{2-[(4R,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl]-ethylsulfonyl}-1-phenyl-1H-tetrazole (485321-85-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 84 percent / imidazole; PPh₃; I₂ / diethyl ether; acetonitrile / 1 h / 0 °C

2.1: NaH / tetrahydrofuran; dimethylformamide / 0.5 h / 20 °C

2.2: 99 percent / tetrahydrofuran; dimethylformamide

3.1: 87 percent / MCPBA; NaHCO₃ / CH₂Cl₂ / 48 h / 20 °C

With 1H-imidazole; iodine; sodium hydride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 2.2: Williamson etherification;

DOI:10.1055/s-2004-822387

Reference yield:

2-phenethyl iodide (17376-04-4) → 5-{2-[(4R,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl]-ethylsulfonyl}-1-phenyl-1H-tetrazole (485321-85-5)

Guidance literature:

Multi-step reaction with 10 steps

1.1: t-BuLi / tetrahydrofuran; pentane / 2 h / -78 °C

1.2: 2.217 g / tetrahydrofuran; pentane / -100 - 20 °C

2.1: 96 percent / aq. oxalic acid / diethyl ether / 4 h / 20 °C

3.1: NaBH₄ / methanol / 2 h / 0 °C

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

4.2: tetrahydrofuran / 0.5 h

5.1: 2.033 g / tetrahydrofuran / 20 °C

6.1: Bu₃SnH; AIBN / toluene / 1 h / Heating

7.1: 1.035 g / TBAF / tetrahydrofuran / 5 h / 20 °C

8.1: 84 percent / imidazole; PPh₃; I₂ / diethyl ether; acetonitrile / 1 h / 0 °C

9.1: NaH / tetrahydrofuran; dimethylformamide / 0.5 h / 20 °C

9.2: 99 percent / tetrahydrofuran; dimethylformamide

10.1: 87 percent / MCPBA; NaHCO₃ / CH₂Cl₂ / 48 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; iodine; tert.-butyl lithium; tri-n-butyl-tin hydride; oxalic acid; sodium hydride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; pentane; 9.2: Williamson etherification;

DOI:10.1055/s-2004-822387

upstream raw materials:

5-{2-[(4R,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl]-ethylsulfanyl}-1-phenyl-1H-tetrazole

2-phenethyl iodide

2-{(4S,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl}-ethanol

(4R,6S)-4-(2-iodoethyl)-2,2-dimethyl-6-phenethyl-[1,3]dioxane

Downstream raw materials:

(4S,6S)-4-{(E)-3-[(2R,6R)-6-isopropoxy-3,6-dihydro-2H-pyran-2-yl]-allyl}-2,2-dimethyl-6-phenethyl-[1,3]dioxane

{(E)-(R)-1-allyl-4-[(4S,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl]-but-2-enyloxy}-tert-butyldimethylsilane

(E)-(R)-7-((4S,6S)-2,2-Dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-hepta-1,5-dien-4-ol

acrylic acid (E)-(R)-1-allyl-4-{(4S,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl}-but-2-enyl ester