5-[4-[2-[N-(6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl)-N-methylamino]ethoxy]phenylmethyl]thiazolidinone-2,4-dione

Base Information

Chemical Name:5-[4-[2-[N-(6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl)-N-methylamino]ethoxy]phenylmethyl]thiazolidinone-2,4-dione
CAS No.:187340-67-6
Molecular Formula:C₃₄H₄₀N₂O₅S
Molecular Weight:588.768
Hs Code.:

Synonyms:5-[4-[2-[N-(6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl)-N-methylamino]ethoxy]phenylmethyl]thiazolidinone-2,4-dione

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Chemical Property of 5-[4-[2-[N-(6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl)-N-methylamino]ethoxy]phenylmethyl]thiazolidinone-2,4-dione

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Technology Process of 5-[4-[2-[N-(6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl)-N-methylamino]ethoxy]phenylmethyl]thiazolidinone-2,4-dione

There total 10 articles about 5-[4-[2-[N-(6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl)-N-methylamino]ethoxy]phenylmethyl]thiazolidinone-2,4-dione 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: 55.0%

: 2-imino-5-[4-[2-[N-(6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl)-N-methylamino]ethoxy]phenylmethyl]-4-thiazolidinone

: 187340-67-6
5-[4-[2-[N-(6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl)-N-methylamino]ethoxy]phenylmethyl]thiazolidinone-2,4-dione

Guidance literature:: With hydrogenchloride; In ethanol; for 12h; Heating;
DOI:10.1021/jm9805541

Reference yield:

: 187340-97-2
2-[N-(6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl)-N-methylamino]ethyl chloride

: 187340-67-6
5-[4-[2-[N-(6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl)-N-methylamino]ethoxy]phenylmethyl]thiazolidinone-2,4-dione

Guidance literature:: Multi-step reaction with 5 steps

1.1: 90 percent / K₂CO₃ / dimethylformamide / 4 h / 80 °C

2.1: 95 percent / H₂ / 10 percent Pd/C / ethyl acetate / 8 h / 30 °C / 3102.89 Torr

3.1: NaNO₂; aq. HBr / methanol; acetone / 0.5 h / 5 °C

3.2: 46 percent / Cu₂O / methanol; acetone / 38 °C

4.1: NaOAc / ethanol / 5 h / Heating

5.1: 55 percent / 2 N aq. HCl / ethanol / 12 h / Heating

With hydrogenchloride; hydrogen bromide; hydrogen; sodium acetate; potassium carbonate; sodium nitrite; palladium on activated charcoal; In methanol; ethanol; ethyl acetate; N,N-dimethyl-formamide; acetone; 1.1: Alkylation / 2.1: Catalytic hydrogenation / 3.1: Diazotization / 3.2: Substitution / 4.1: cyclocondensation / 5.1: Hydrolysis;
DOI:10.1021/jm9805541

Reference yield:

: 187340-90-5
2-[N-(6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl)-N-methylamino]ethanol

: 187340-67-6
5-[4-[2-[N-(6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl)-N-methylamino]ethoxy]phenylmethyl]thiazolidinone-2,4-dione

Guidance literature:: Multi-step reaction with 6 steps

1.1: 96 percent / SOCl₂ / 2 h / 0 °C

2.1: 90 percent / K₂CO₃ / dimethylformamide / 4 h / 80 °C

3.1: 95 percent / H₂ / 10 percent Pd/C / ethyl acetate / 8 h / 30 °C / 3102.89 Torr

4.1: NaNO₂; aq. HBr / methanol; acetone / 0.5 h / 5 °C

4.2: 46 percent / Cu₂O / methanol; acetone / 38 °C

5.1: NaOAc / ethanol / 5 h / Heating

6.1: 55 percent / 2 N aq. HCl / ethanol / 12 h / Heating

With hydrogenchloride; thionyl chloride; hydrogen bromide; hydrogen; sodium acetate; potassium carbonate; sodium nitrite; palladium on activated charcoal; In methanol; ethanol; ethyl acetate; N,N-dimethyl-formamide; acetone; 1.1: Chlorination / 2.1: Alkylation / 3.1: Catalytic hydrogenation / 4.1: Diazotization / 4.2: Substitution / 5.1: cyclocondensation / 6.1: Hydrolysis;
DOI:10.1021/jm9805541