N-Cbz-(O-Me)-E-2,3-L-dehydroglutamate OBO ester

Base Information

Chemical Name:N-Cbz-(O-Me)-E-2,3-L-dehydroglutamate OBO ester
CAS No.:335170-37-1
Molecular Formula:C₁₉H₂₃NO₇
Molecular Weight:377.394
Hs Code.:

Synonyms:N-Cbz-(O-Me)-E-2,3-L-dehydroglutamate OBO ester

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Chemical Property of N-Cbz-(O-Me)-E-2,3-L-dehydroglutamate OBO ester

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Technology Process of N-Cbz-(O-Me)-E-2,3-L-dehydroglutamate OBO ester

There total 6 articles about N-Cbz-(O-Me)-E-2,3-L-dehydroglutamate OBO 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: 77.0%

: 21204-67-1,2605-67-6
methyl (triphenylphosphoranylidene)acetate

: 183671-34-3
1-[N-(benzyloxycarbonyl)-(1S)-1-amino-2-oxoethyl]-4-methyl-2,6,7-trioxa-bicyclo[2.2.2]octane

: 335170-37-1
N-Cbz-(O-Me)-E-2,3-L-dehydroglutamate OBO ester

Guidance literature:: In dichloromethane; at 20 ℃; for 0.25h;
DOI:10.1021/jo016242e

Reference yield: 74.0%

: 88738-78-7
bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate

: 183671-34-3
1-[N-(benzyloxycarbonyl)-(1S)-1-amino-2-oxoethyl]-4-methyl-2,6,7-trioxa-bicyclo[2.2.2]octane

: 255057-17-1
N-Cbz-(O-Me)-Z-2,3-L-dehydroglutamate OBO ester

: 335170-37-1
N-Cbz-(O-Me)-E-2,3-L-dehydroglutamate OBO ester

Guidance literature:: With sodium hydride; In tetrahydrofuran; at -78 ℃; for 0.75h;
DOI:10.1021/jo991066j

Reference yield:

: 99314-44-0
(3-methyloxetan-3-yl)methyl 4-methylbenzenesulfonate

: 335170-37-1
N-Cbz-(O-Me)-E-2,3-L-dehydroglutamate OBO ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 78 percent / NaI / dimethylformamide / 48 h

2.1: BF₃*Et₂O / CH₂Cl₂ / 6 h / 0 °C

2.2: 93 percent / Et₃N / CH₂Cl₂ / 0.5 h

3.1: (COCl)2; DMSO / CH₂Cl₂ / 1.5 h / -78 °C

3.2: 96 percent / DIPEA / CH₂Cl₂ / -78 - 0 °C

4.1: 0.089 g / CH₂Cl₂ / 0.33 h / 20 °C

With oxalyl dichloride; boron trifluoride diethyl etherate; dimethyl sulfoxide; sodium iodide; In dichloromethane; N,N-dimethyl-formamide; 4.1: Wittig reaction;
DOI:10.1016/S0040-4020(00)01146-7