benzyl (5S)-N,N-bis(tert-butoxycarbonyl)-5-(2,3-difluorophenyl)-6-nitro-D-norleucinate

Base Information

Chemical Name:benzyl (5S)-N,N-bis(tert-butoxycarbonyl)-5-(2,3-difluorophenyl)-6-nitro-D-norleucinate
CAS No.:880144-45-6
Molecular Formula:C₂₉H₃₆F₂N₂O₈
Molecular Weight:578.61
Hs Code.:
Mol file:880144-45-6.mol

Synonyms:benzyl (5S)-N,N-bis(tert-butoxycarbonyl)-5-(2,3-difluorophenyl)-6-nitro-D-norleucinate

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Chemical Property of benzyl (5S)-N,N-bis(tert-butoxycarbonyl)-5-(2,3-difluorophenyl)-6-nitro-D-norleucinate

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Technology Process of benzyl (5S)-N,N-bis(tert-butoxycarbonyl)-5-(2,3-difluorophenyl)-6-nitro-D-norleucinate

There total 6 articles about benzyl (5S)-N,N-bis(tert-butoxycarbonyl)-5-(2,3-difluorophenyl)-6-nitro-D-norleucinate 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: 87.0%

: 784156-33-8
benzyl (2R,5E)-2-[bis(tert-butoxycarbonyl)amino]-6-nitrohex-5-enoate

: 121219-16-7
(2,3-difluorophenyl)boronic acid

: 880144-45-6
benzyl (5S)-N,N-bis(tert-butoxycarbonyl)-5-(2,3-difluorophenyl)-6-nitro-D-norleucinate

Guidance literature:: With water; sodium carbonate; η4-1,5-cyclooctadiene-μ-2,4-pentanedionato-iridium(I); (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); In 1,4-dioxane; at 20 - 35 ℃; for 6h; Alkaline aqueous solution;

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 880144-45-6
benzyl (5S)-N,N-bis(tert-butoxycarbonyl)-5-(2,3-difluorophenyl)-6-nitro-D-norleucinate

Guidance literature:: Multi-step reaction with 4 steps

1.1: methanol; hexane; dichloromethane / 1 h / 0 °C

1.2: 24 h / 20 °C

2.1: diisobutylaluminium hydride / diethyl ether; toluene / 0.58 h / -78 - -65 °C

2.2: 0.5 h / -65 - 20 °C

3.1: N,N,N',N'-tetramethylguanidine / toluene / 0.5 h / 0 °C

3.2: 1.5 h / 0 - 20 °C

4.1: 1,4-dioxane; water / 0.25 h / Inert atmosphere

4.2: 6 h / 20 - 35 °C

With diisobutylaluminium hydride; N,N,N',N'-tetramethylguanidine; In 1,4-dioxane; methanol; diethyl ether; hexane; dichloromethane; water; toluene;

Reference yield:

: 784156-32-7
1-benzyl 5-methyl N,N-bis(tert-butoxycarbonyl)-D-glutamate

: 880144-45-6
benzyl (5S)-N,N-bis(tert-butoxycarbonyl)-5-(2,3-difluorophenyl)-6-nitro-D-norleucinate

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisobutylaluminium hydride / diethyl ether; toluene / 0.58 h / -78 - -65 °C

1.2: 0.5 h / -65 - 20 °C

2.1: N,N,N',N'-tetramethylguanidine / toluene / 0.5 h / 0 °C

2.2: 1.5 h / 0 - 20 °C

3.1: 1,4-dioxane; water / 0.25 h / Inert atmosphere

3.2: 6 h / 20 - 35 °C

With diisobutylaluminium hydride; N,N,N',N'-tetramethylguanidine; In 1,4-dioxane; diethyl ether; water; toluene;