2-azido-2-[(4R,5S)-2,2-dimethyl-5-[(E)-1-(4-methylphenylsulfanyl)-3-tetradecenyl]-1,3-dioxolan-4-yl]ethyl benzyl ether

Base Information

Chemical Name:2-azido-2-[(4R,5S)-2,2-dimethyl-5-[(E)-1-(4-methylphenylsulfanyl)-3-tetradecenyl]-1,3-dioxolan-4-yl]ethyl benzyl ether
CAS No.:609811-98-5
Molecular Formula:C₃₅H₅₁N₃O₃S
Molecular Weight:593.874
Hs Code.:

Synonyms:2-azido-2-[(4R,5S)-2,2-dimethyl-5-[(E)-1-(4-methylphenylsulfanyl)-3-tetradecenyl]-1,3-dioxolan-4-yl]ethyl benzyl ether

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Chemical Property of 2-azido-2-[(4R,5S)-2,2-dimethyl-5-[(E)-1-(4-methylphenylsulfanyl)-3-tetradecenyl]-1,3-dioxolan-4-yl]ethyl benzyl ether

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Technology Process of 2-azido-2-[(4R,5S)-2,2-dimethyl-5-[(E)-1-(4-methylphenylsulfanyl)-3-tetradecenyl]-1,3-dioxolan-4-yl]ethyl benzyl ether

There total 7 articles about 2-azido-2-[(4R,5S)-2,2-dimethyl-5-[(E)-1-(4-methylphenylsulfanyl)-3-tetradecenyl]-1,3-dioxolan-4-yl]ethyl benzyl ether 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:

: 2437-56-1
1-tridecene

: 609811-97-4
Trifluoro-acetic acid [(4S,5R)-5-((R)-1-azido-2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-p-tolylsulfanyl-methyl ester

: 609811-98-5
2-azido-2-[(4R,5S)-2,2-dimethyl-5-[(E)-1-(4-methylphenylsulfanyl)-3-tetradecenyl]-1,3-dioxolan-4-yl]ethyl benzyl ether

Guidance literature:: With tin(IV) chloride; In dichloromethane; at 0 ℃; for 0.166667h;
DOI:10.1021/jo034157w

Reference yield:

: 110426-21-6
(E)-5-Benzyloxy-1-((R)-toluene-4-sulfinyl)-pent-3-en-2-one

: 609811-98-5
2-azido-2-[(4R,5S)-2,2-dimethyl-5-[(E)-1-(4-methylphenylsulfanyl)-3-tetradecenyl]-1,3-dioxolan-4-yl]ethyl benzyl ether

Guidance literature:: Multi-step reaction with 7 steps

1: 92 percent / DIBAL-H / tetrahydrofuran; toluene / 0.58 h / -78 °C

2: 88 percent / N-bromosuccinimide; water / toluene / 0.25 h / 20 °C

3: 83 percent / K₂CO₃ / methanol / 1.75 h / 0 - 20 °C

4: 85 percent / NaN₃; NH₄Cl / methanol; H₂O / 6 h / Heating

5: 87 percent / CSA / acetone / 1 h / 20 °C

6: 1-tridecene / CH₂Cl₂ / 1.08 h / 0 °C

7: 930 mg / SnCl₄ / CH₂Cl₂ / 0.17 h / 0 °C

With N-Bromosuccinimide; sodium azide; 1-tridecene; camphor-10-sulfonic acid; water; tin(IV) chloride; diisobutylaluminium hydride; potassium carbonate; ammonium chloride; In tetrahydrofuran; methanol; dichloromethane; water; acetone; toluene; 6: Pummerer reaction;
DOI:10.1021/jo034157w

Reference yield:

: 110426-22-7
(2S,3E)-5-benzyloxy-1-(4-methylphenylsulfinyl)-3-penten-2-ol

: 609811-98-5
2-azido-2-[(4R,5S)-2,2-dimethyl-5-[(E)-1-(4-methylphenylsulfanyl)-3-tetradecenyl]-1,3-dioxolan-4-yl]ethyl benzyl ether

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / N-bromosuccinimide; water / toluene / 0.25 h / 20 °C

2: 83 percent / K₂CO₃ / methanol / 1.75 h / 0 - 20 °C

3: 85 percent / NaN₃; NH₄Cl / methanol; H₂O / 6 h / Heating

4: 87 percent / CSA / acetone / 1 h / 20 °C

5: 1-tridecene / CH₂Cl₂ / 1.08 h / 0 °C

6: 930 mg / SnCl₄ / CH₂Cl₂ / 0.17 h / 0 °C

With N-Bromosuccinimide; sodium azide; 1-tridecene; camphor-10-sulfonic acid; water; tin(IV) chloride; potassium carbonate; ammonium chloride; In methanol; dichloromethane; water; acetone; toluene; 5: Pummerer reaction;
DOI:10.1021/jo034157w