methyl (R,R,E,E)-3-(N-benzyloxycarbonylamino)-4-[2',2'-dimethyl-N(3')-(2,4-hexadienoyl)-1',3'-oxazolidin-5'-yl]butanoate

Base Information

Chemical Name:methyl (R,R,E,E)-3-(N-benzyloxycarbonylamino)-4-[2',2'-dimethyl-N(3')-(2,4-hexadienoyl)-1',3'-oxazolidin-5'-yl]butanoate
CAS No.:1262515-96-7
Molecular Formula:C₂₄H₃₂N₂O₆
Molecular Weight:444.528
Hs Code.:

Synonyms:methyl (R,R,E,E)-3-(N-benzyloxycarbonylamino)-4-[2',2'-dimethyl-N(3')-(2,4-hexadienoyl)-1',3'-oxazolidin-5'-yl]butanoate

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Chemical Property of methyl (R,R,E,E)-3-(N-benzyloxycarbonylamino)-4-[2',2'-dimethyl-N(3')-(2,4-hexadienoyl)-1',3'-oxazolidin-5'-yl]butanoate

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Technology Process of methyl (R,R,E,E)-3-(N-benzyloxycarbonylamino)-4-[2',2'-dimethyl-N(3')-(2,4-hexadienoyl)-1',3'-oxazolidin-5'-yl]butanoate

There total 7 articles about methyl (R,R,E,E)-3-(N-benzyloxycarbonylamino)-4-[2',2'-dimethyl-N(3')-(2,4-hexadienoyl)-1',3'-oxazolidin-5'-yl]butanoate 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: 80.0%

: 141734-42-1
methyl (R,R,E,E)-3-(N-benzyloxycarbonylamino)-5-hydroxy-6-[N-(2',4'-hexadienoyl)amino]hexanoate

: 77-76-9
2,2-dimethoxy-propane

: 1262515-96-7
methyl (R,R,E,E)-3-(N-benzyloxycarbonylamino)-4-[2',2'-dimethyl-N(3')-(2,4-hexadienoyl)-1',3'-oxazolidin-5'-yl]butanoate

Guidance literature:: With toluene-4-sulfonic acid; In acetone; at 20 ℃; for 26h; Inert atmosphere;
DOI:10.1016/j.tet.2010.10.067

Reference yield:

: 1262515-95-6
C₁₅H₂₂N₂O₅*ClH

: 1262515-96-7
methyl (R,R,E,E)-3-(N-benzyloxycarbonylamino)-4-[2',2'-dimethyl-N(3')-(2,4-hexadienoyl)-1',3'-oxazolidin-5'-yl]butanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / Inert atmosphere

1.2: 1 h / 0 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / acetone / 26 h / 20 °C / Inert atmosphere

With toluene-4-sulfonic acid; triethylamine; In dichloromethane; acetone;
DOI:10.1016/j.tet.2010.10.067

Reference yield:

: 1262515-93-4
3'-pentyl (R,R)-3-amino-4-[2',2-dimethyl-N(3')-tert-butoxycarbonyl-1',3'-oxazolidin-5'-yl]butanoate

: 1262515-96-7
methyl (R,R,E,E)-3-(N-benzyloxycarbonylamino)-4-[2',2'-dimethyl-N(3')-(2,4-hexadienoyl)-1',3'-oxazolidin-5'-yl]butanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydrogencarbonate; sodium chloride / dichloromethane; chloroform; water / 0.75 h / 20 °C

2.1: hydrogenchloride / 0.52 h / 0 °C

3.1: triethylamine / dichloromethane / Inert atmosphere

3.2: 1 h / 0 °C / Inert atmosphere

4.1: toluene-4-sulfonic acid / acetone / 26 h / 20 °C / Inert atmosphere

With hydrogenchloride; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; sodium chloride; In dichloromethane; chloroform; water; acetone;
DOI:10.1016/j.tet.2010.10.067