methyl (8R,9S,2'S,3'S,2E,4Z,6E)-8-[2'-amino-3'-phenylbutanoyloxy]-9,10-epoxy-9-methyl-2,4,6-decatrienoate

Base Information

Chemical Name:methyl (8R,9S,2'S,3'S,2E,4Z,6E)-8-[2'-amino-3'-phenylbutanoyloxy]-9,10-epoxy-9-methyl-2,4,6-decatrienoate
CAS No.:247175-71-9
Molecular Formula:C₂₂H₂₇NO₅
Molecular Weight:385.46
Hs Code.:

Synonyms:methyl (8R,9S,2'S,3'S,2E,4Z,6E)-8-[2'-amino-3'-phenylbutanoyloxy]-9,10-epoxy-9-methyl-2,4,6-decatrienoate

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Chemical Property of methyl (8R,9S,2'S,3'S,2E,4Z,6E)-8-[2'-amino-3'-phenylbutanoyloxy]-9,10-epoxy-9-methyl-2,4,6-decatrienoate

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Technology Process of methyl (8R,9S,2'S,3'S,2E,4Z,6E)-8-[2'-amino-3'-phenylbutanoyloxy]-9,10-epoxy-9-methyl-2,4,6-decatrienoate

There total 5 articles about methyl (8R,9S,2'S,3'S,2E,4Z,6E)-8-[2'-amino-3'-phenylbutanoyloxy]-9,10-epoxy-9-methyl-2,4,6-decatrienoate 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: 52.0%

: 247175-70-8
methyl (8R,9S,2'S,3'S,2E,4Z,6E)-9,10-epoxy-8-[2'-(9-fluorenylmethylcarbamino)-3'-phenylbutanoyloxy]-9-methyl-2,4,6-decatrienoate

: 247175-71-9
methyl (8R,9S,2'S,3'S,2E,4Z,6E)-8-[2'-amino-3'-phenylbutanoyloxy]-9,10-epoxy-9-methyl-2,4,6-decatrienoate

Guidance literature:: With piperidine; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;
DOI:10.1271/bbb.63.1253

Reference yield:

: 25488-25-9,134235-83-9
(2S,3S)-methylphenylalanine

: 247175-71-9
methyl (8R,9S,2'S,3'S,2E,4Z,6E)-8-[2'-amino-3'-phenylbutanoyloxy]-9,10-epoxy-9-methyl-2,4,6-decatrienoate

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / aq. Na₂CO₃ / dioxane / 20 °C

2: 96 percent / 4-pyrrolidinopyridine; DCC / ethyl acetate / 2 h / 20 °C

3: 52 percent / piperidine / dimethylformamide / 0.08 h / 20 °C

With piperidine; sodium carbonate; 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide; In 1,4-dioxane; ethyl acetate; N,N-dimethyl-formamide; 1: Condensation / 2: Condensation / 3: Hydrolysis;
DOI:10.1271/bbb.63.1253

Reference yield:

: 113932-09-5
methyl (8R,9S,2E,4Z,6E)-9,10-epoxy-8-hydroxy-9-methyl-2,4,6-decatrienoate

: 247175-71-9
methyl (8R,9S,2'S,3'S,2E,4Z,6E)-8-[2'-amino-3'-phenylbutanoyloxy]-9,10-epoxy-9-methyl-2,4,6-decatrienoate

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / 4-pyrrolidinopyridine; DCC / ethyl acetate / 2 h / 20 °C

2: 52 percent / piperidine / dimethylformamide / 0.08 h / 20 °C

With piperidine; 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide; In ethyl acetate; N,N-dimethyl-formamide; 1: Condensation / 2: Hydrolysis;
DOI:10.1271/bbb.63.1253