[(S)-3-[1,3]Dioxolan-2-yl-3-(4-methoxy-phenyl)-5-(2-methyl-[1,3]dioxolan-2-yl)-pentyl]-methyl-carbamic acid benzyl ester

Base Information

Chemical Name:[(S)-3-[1,3]Dioxolan-2-yl-3-(4-methoxy-phenyl)-5-(2-methyl-[1,3]dioxolan-2-yl)-pentyl]-methyl-carbamic acid benzyl ester
CAS No.:238421-77-7
Molecular Formula:C₂₈H₃₇NO₇
Molecular Weight:499.604
Hs Code.:

Synonyms:[(S)-3-[1,3]Dioxolan-2-yl-3-(4-methoxy-phenyl)-5-(2-methyl-[1,3]dioxolan-2-yl)-pentyl]-methyl-carbamic acid benzyl ester

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Chemical Property of [(S)-3-[1,3]Dioxolan-2-yl-3-(4-methoxy-phenyl)-5-(2-methyl-[1,3]dioxolan-2-yl)-pentyl]-methyl-carbamic acid benzyl ester

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Technology Process of [(S)-3-[1,3]Dioxolan-2-yl-3-(4-methoxy-phenyl)-5-(2-methyl-[1,3]dioxolan-2-yl)-pentyl]-methyl-carbamic acid benzyl ester

There total 13 articles about [(S)-3-[1,3]Dioxolan-2-yl-3-(4-methoxy-phenyl)-5-(2-methyl-[1,3]dioxolan-2-yl)-pentyl]-methyl-carbamic acid benzyl 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: 94.0%

: 107-21-1
ethylene glycol

: [(S)-3-Formyl-3-(4-methoxy-phenyl)-5-(2-methyl-[1,3]dioxolan-2-yl)-pentyl]-methyl-carbamic acid benzyl ester

: 238421-77-7
[(S)-3-[1,3]Dioxolan-2-yl-3-(4-methoxy-phenyl)-5-(2-methyl-[1,3]dioxolan-2-yl)-pentyl]-methyl-carbamic acid benzyl ester

Guidance literature:: With toluene-4-sulfonic acid; In benzene; for 0.5h; Heating; Dean-Stark apparatus;

Reference yield:

: 238421-40-4
(5S)-4-hydroxy-3-(4-methoxyphenyl)-5-(2-propyl)-2(5H)-furanone

: 238421-77-7
[(S)-3-[1,3]Dioxolan-2-yl-3-(4-methoxy-phenyl)-5-(2-methyl-[1,3]dioxolan-2-yl)-pentyl]-methyl-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 13 steps

1.1: 90 percent / Et₃N / tetrahydrofuran / 24 h / 30 °C

2.1: p-TsOH*H₂O / benzene / 0.5 h / Heating; Dean-Stark apparatus

3.1: 98 percent / LiAlH₄ / tetrahydrofuran / 4.5 h / Heating

4.1: 99 percent / Et₃N; DMAP / CH₂Cl₂ / 15 h / 20 °C

5.1: 89 percent / Pb(OAc)4 / benzene / 0.08 h / 20 °C

6.1: 94 percent / benzene / 18 h / Heating

7.1: hydrogen / 5 percent Pd/C / methanol / 2 h / 20 °C

8.1: KOH / methanol; H₂O / 2 h / 45 °C

9.1: diphenylphosphynyl azide; Et₃N / toluene

9.2: toluene / 1 h / 80 °C

9.3: 81 percent / toluene / 16 h / Heating

10.1: 85 percent / NaH (60 percent in oil) / dimethylformamide; benzene / 2 h / 20 °C

11.1: 90 percent / nBu₄NF / tetrahydrofuran / 3 h / 20 °C

12.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

13.1: 94 percent / p-TsOH*H₂O / benzene / 0.5 h / Heating; Dean-Stark apparatus

With lead(IV) acetate; dmap; potassium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; benzene; 1.1: Addition / 2.1: ketalization / 3.1: Reduction / 4.1: silylation / 5.1: Oxidation / 6.1: Wittig reaction / 7.1: Hydrogenation / 8.1: Hydrolysis / 9.1: Acylation / 9.2: Rearrangement / 9.3: Addition / 10.1: Alkylation / 11.1: desilylation / 12.1: Dehydrogenation / 13.1: acetalization;

Reference yield:

: 238421-61-9
(3R,5S)-3-(4-methoxyphenyl)-3-(3-oxobutyl)-5-(2-propyl)-2,4(3H,5H)-furadione

: 238421-77-7
[(S)-3-[1,3]Dioxolan-2-yl-3-(4-methoxy-phenyl)-5-(2-methyl-[1,3]dioxolan-2-yl)-pentyl]-methyl-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: p-TsOH*H₂O / benzene / 0.5 h / Heating; Dean-Stark apparatus

2.1: 98 percent / LiAlH₄ / tetrahydrofuran / 4.5 h / Heating

3.1: 99 percent / Et₃N; DMAP / CH₂Cl₂ / 15 h / 20 °C

4.1: 89 percent / Pb(OAc)4 / benzene / 0.08 h / 20 °C

5.1: 94 percent / benzene / 18 h / Heating

6.1: hydrogen / 5 percent Pd/C / methanol / 2 h / 20 °C

7.1: KOH / methanol; H₂O / 2 h / 45 °C

8.1: diphenylphosphynyl azide; Et₃N / toluene

8.2: toluene / 1 h / 80 °C

8.3: 81 percent / toluene / 16 h / Heating

9.1: 85 percent / NaH (60 percent in oil) / dimethylformamide; benzene / 2 h / 20 °C

10.1: 90 percent / nBu₄NF / tetrahydrofuran / 3 h / 20 °C

11.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

12.1: 94 percent / p-TsOH*H₂O / benzene / 0.5 h / Heating; Dean-Stark apparatus

With lead(IV) acetate; dmap; potassium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; benzene; 1.1: ketalization / 2.1: Reduction / 3.1: silylation / 4.1: Oxidation / 5.1: Wittig reaction / 6.1: Hydrogenation / 7.1: Hydrolysis / 8.1: Acylation / 8.2: Rearrangement / 8.3: Addition / 9.1: Alkylation / 10.1: desilylation / 11.1: Dehydrogenation / 12.1: acetalization;