3,5-bis(benzyloxy)-N,N-diethyl-2<<(4-methoxyphenyl)methyl>thio>benzamide

Base Information

Chemical Name:3,5-bis(benzyloxy)-N,N-diethyl-2<<(4-methoxyphenyl)methyl>thio>benzamide
CAS No.:228997-13-5
Molecular Formula:C₃₃H₃₅NO₄S
Molecular Weight:541.711
Hs Code.:

Synonyms:3,5-bis(benzyloxy)-N,N-diethyl-2<<(4-methoxyphenyl)methyl>thio>benzamide

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Chemical Property of 3,5-bis(benzyloxy)-N,N-diethyl-2<<(4-methoxyphenyl)methyl>thio>benzamide

Chemical Property:

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Technology Process of 3,5-bis(benzyloxy)-N,N-diethyl-2<<(4-methoxyphenyl)methyl>thio>benzamide

There total 7 articles about 3,5-bis(benzyloxy)-N,N-diethyl-2<<(4-methoxyphenyl)methyl>thio>benzamide 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:

: 99-10-5
3,5-Dihydroxybenzoic acid

: 228997-13-5
3,5-bis(benzyloxy)-N,N-diethyl-2<<(4-methoxyphenyl)methyl>thio>benzamide

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaH / 1) DMF, 1.3 h; 2) DMF, rt, 27 h

2: aq. NaOH / methanol / 3 h / Ambient temperature

3: 90 percent / (EtO)2P(O)CN, Et₃N / dimethylformamide / 2 h

4: 1.) sec-BuLi, TMEDA, 2.) sulfur / 1) THF, cyclohexane, -78 deg C, 1 h; 2) THF, cyclohexane, 0 deg C, 1.5 h; 3) THF, cyclohexane, 0 deg C, 2 h

5: 87 percent / aq. HCl / methanol / 2.5 h / 60 - 64 °C

6: 1.) NaH / 1) DMF, rt, 1 h; 2) DMF, 0 deg C, 10 min, rt, 4.5 h

With hydrogenchloride; sodium hydroxide; N,N,N,N,-tetramethylethylenediamine; diethyl cyanophosphonate; sec.-butyllithium; sodium hydride; sulfur; triethylamine; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(99)00199-4

Reference yield:

: 76280-59-6
methyl 3,5-bis(methoxymethoxy)benzoate

: 228997-13-5
3,5-bis(benzyloxy)-N,N-diethyl-2<<(4-methoxyphenyl)methyl>thio>benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Me₃Al / 1) toluene, hexane, -25 deg C, 20 min, rt, 45 min; 2) toluene, hexane, reflux, 18 h

2: 1.) sec-BuLi, TMEDA, 2.) sulfur / 1) THF, cyclohexane, -78 deg C, 1 h; 2) THF, cyclohexane, 0 deg C, 1.5 h; 3) THF, cyclohexane, 0 deg C, 2 h

3: 87 percent / aq. HCl / methanol / 2.5 h / 60 - 64 °C

4: 1.) NaH / 1) DMF, rt, 1 h; 2) DMF, 0 deg C, 10 min, rt, 4.5 h

With hydrogenchloride; N,N,N,N,-tetramethylethylenediamine; trimethylaluminum; sec.-butyllithium; sodium hydride; sulfur; In methanol;
DOI:10.1016/S0040-4020(99)00199-4

Reference yield:

: 228997-09-9
3,5-bis(methoxymethoxy)benzoic acid

: 228997-13-5
3,5-bis(benzyloxy)-N,N-diethyl-2<<(4-methoxyphenyl)methyl>thio>benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / (EtO)2P(O)CN, Et₃N / dimethylformamide / 2 h

2: 1.) sec-BuLi, TMEDA, 2.) sulfur / 1) THF, cyclohexane, -78 deg C, 1 h; 2) THF, cyclohexane, 0 deg C, 1.5 h; 3) THF, cyclohexane, 0 deg C, 2 h

3: 87 percent / aq. HCl / methanol / 2.5 h / 60 - 64 °C

4: 1.) NaH / 1) DMF, rt, 1 h; 2) DMF, 0 deg C, 10 min, rt, 4.5 h

With hydrogenchloride; N,N,N,N,-tetramethylethylenediamine; diethyl cyanophosphonate; sec.-butyllithium; sodium hydride; sulfur; triethylamine; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(99)00199-4