[(2S),3S,4S,5E]-5-{3-(4-methoxybenzyloxy)-4-methoxymethoxy-6-[4-methyl-3,6-dihydro-2H-pyran-2-yl]-hex-5-enyl-1-sulfonyl}-1-phenyl-1H-tetrazol

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Chemical Name:[(2S),3S,4S,5E]-5-{3-(4-methoxybenzyloxy)-4-methoxymethoxy-6-[4-methyl-3,6-dihydro-2H-pyran-2-yl]-hex-5-enyl-1-sulfonyl}-1-phenyl-1H-tetrazol
CAS No.:385809-23-4
Molecular Formula:C₂₉H₃₆N₄O₇S
Molecular Weight:584.693
Hs Code.:

Synonyms:[(2S),3S,4S,5E]-5-{3-(4-methoxybenzyloxy)-4-methoxymethoxy-6-[4-methyl-3,6-dihydro-2H-pyran-2-yl]-hex-5-enyl-1-sulfonyl}-1-phenyl-1H-tetrazol

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Chemical Property of [(2S),3S,4S,5E]-5-{3-(4-methoxybenzyloxy)-4-methoxymethoxy-6-[4-methyl-3,6-dihydro-2H-pyran-2-yl]-hex-5-enyl-1-sulfonyl}-1-phenyl-1H-tetrazol

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Technology Process of [(2S),3S,4S,5E]-5-{3-(4-methoxybenzyloxy)-4-methoxymethoxy-6-[4-methyl-3,6-dihydro-2H-pyran-2-yl]-hex-5-enyl-1-sulfonyl}-1-phenyl-1H-tetrazol

There total 19 articles about [(2S),3S,4S,5E]-5-{3-(4-methoxybenzyloxy)-4-methoxymethoxy-6-[4-methyl-3,6-dihydro-2H-pyran-2-yl]-hex-5-enyl-1-sulfonyl}-1-phenyl-1H-tetrazol 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: 76.0%

: 527742-83-2
[3S,4S,5E]-5-{3-(4-methoxybenzyloxy)-4-methoxymethoxy-6-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]-hex-5-enylsulfanyl}-1-phenyl-1H-tetrazol

: 385809-23-4
[(2S),3S,4S,5E]-5-{3-(4-methoxybenzyloxy)-4-methoxymethoxy-6-[4-methyl-3,6-dihydro-2H-pyran-2-yl]-hex-5-enyl-1-sulfonyl}-1-phenyl-1H-tetrazol

Guidance literature:: With ammonium molybdate; dihydrogen peroxide; In ethanol; water; at 0 - 20 ℃;
DOI:10.1021/ol802075v

Reference yield:

: 387392-14-5
(1S)-1-{(4R,5R)-5-[(1S)-1-hydroxy-3-methyl-3-butenyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-3-methyl-3-buten-1-ol

: 385809-23-4
[(2S),3S,4S,5E]-5-{3-(4-methoxybenzyloxy)-4-methoxymethoxy-6-[4-methyl-3,6-dihydro-2H-pyran-2-yl]-hex-5-enyl-1-sulfonyl}-1-phenyl-1H-tetrazol

Guidance literature:: Multi-step reaction with 10 steps

1: 100 percent / KOtBu / 13 / 20 °C

2: 83 percent / [P(C₆H₁₁)3]2Cl₂Ru=CHPh / CH₂Cl₂ / 5 h / 20 °C

3: 93 percent / TFA / CH₂Cl₂ / 3.5 h / 0 °C

4: Pb(OAc)4; Na₂CO₃ / CH₂Cl₂ / 0.25 h / 0 °C

5: 86 percent / LiCl; Et₃N / tetrahydrofuran / 0 - 5 °C / 2.5 Torr

6: 84.6 percent / CeCl₃*7H₂O; naBh₄ / methanol / 1 h / -95 °C

7: 100 percent / iPr₂NEt / CH₂Cl₂ / 24 h / 20 °C

8: 93 percent / TBAF / tetrahydrofuran / 0.33 h / 20 °C

9: 90 percent / DEAD; Ph₃P / tetrahydrofuran / 0.5 h / 0 - 5 °C

10: 74 percent / (NH₄)6Mo₇O₂₄; aq. H₂O₂ / ethanol / 24 h / 20 °C

With lead(IV) acetate; ammonium heptamolybdate; sodium tetrahydroborate; cerium(III) chloride; potassium tert-butylate; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; lithium chloride; diethylazodicarboxylate; Grubbs catalyst first generation; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1021/jo026743f

Reference yield:

: 385809-17-6
(4S,5S)-4,5-bis-1-[(S)-allyloxy-3-methylbut-3-enyl]-2,2-dimethyl-[1,3]-dioxolane

: 385809-23-4
[(2S),3S,4S,5E]-5-{3-(4-methoxybenzyloxy)-4-methoxymethoxy-6-[4-methyl-3,6-dihydro-2H-pyran-2-yl]-hex-5-enyl-1-sulfonyl}-1-phenyl-1H-tetrazol

Guidance literature:: Multi-step reaction with 9 steps

1: 83 percent / [P(C₆H₁₁)3]2Cl₂Ru=CHPh / CH₂Cl₂ / 5 h / 20 °C

2: 93 percent / TFA / CH₂Cl₂ / 3.5 h / 0 °C

3: Pb(OAc)4; Na₂CO₃ / CH₂Cl₂ / 0.25 h / 0 °C

4: 86 percent / LiCl; Et₃N / tetrahydrofuran / 0 - 5 °C / 2.5 Torr

5: 84.6 percent / CeCl₃*7H₂O; naBh₄ / methanol / 1 h / -95 °C

6: 100 percent / iPr₂NEt / CH₂Cl₂ / 24 h / 20 °C

7: 93 percent / TBAF / tetrahydrofuran / 0.33 h / 20 °C

8: 90 percent / DEAD; Ph₃P / tetrahydrofuran / 0.5 h / 0 - 5 °C

9: 74 percent / (NH₄)6Mo₇O₂₄; aq. H₂O₂ / ethanol / 24 h / 20 °C

With lead(IV) acetate; ammonium heptamolybdate; sodium tetrahydroborate; cerium(III) chloride; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; lithium chloride; diethylazodicarboxylate; Grubbs catalyst first generation; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1021/jo026743f