N-benzyloxycarbonyl-α,α-dimethyl-DL-β-homoprolinal

Base Information

Chemical Name:N-benzyloxycarbonyl-α,α-dimethyl-DL-β-homoprolinal
CAS No.:1227095-91-1
Molecular Formula:C₁₆H₂₁NO₃
Molecular Weight:275.348
Hs Code.:

Synonyms:N-benzyloxycarbonyl-α,α-dimethyl-DL-β-homoprolinal

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Chemical Property of N-benzyloxycarbonyl-α,α-dimethyl-DL-β-homoprolinal

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Technology Process of N-benzyloxycarbonyl-α,α-dimethyl-DL-β-homoprolinal

There total 2 articles about N-benzyloxycarbonyl-α,α-dimethyl-DL-β-homoprolinal 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: 86.0%

: 6651-34-9
2-methyl-1-(trimethylsilyloxy)-1-propene

: 1148-11-4
N-carbobenzyloxyproline

: 1227095-91-1
N-benzyloxycarbonyl-α,α-dimethyl-DL-β-homoprolinal

Guidance literature:: N-carbobenzyloxyproline; With [bis(acetoxy)iodo]benzene; iodine; In dichloromethane; at 25 - 26 ℃; for 4h;

2-methyl-1-(trimethylsilyloxy)-1-propene; With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃;
DOI:10.1055/s-0029-1219156

Reference yield: 83.0%

: 6651-34-9
2-methyl-1-(trimethylsilyloxy)-1-propene

: 1148-11-4
N-Benzyloxycarbonyl-L-proline

: 1227095-91-1
N-benzyloxycarbonyl-α,α-dimethyl-DL-β-homoprolinal

Guidance literature:: N-Benzyloxycarbonyl-L-proline; With [bis(acetoxy)iodo]benzene; iodine; In dichloromethane; at 20 ℃; for 4h; Inert atmosphere; Irradiation;

2-methyl-1-(trimethylsilyloxy)-1-propene; With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃; for 2.5h; Inert atmosphere;
DOI:10.1002/ejoc.201900613

Reference yield:

: 1227095-91-1
N-benzyloxycarbonyl-α,α-dimethyl-DL-β-homoprolinal

: (±)-(2S*,4R*)-4-azido-1-benzyl-2-(trifluoromethyl)-3,3-dimethylazepane

Guidance literature:: Multi-step reaction with 6 steps

1: cesium fluoride / 1,2-dimethoxyethane / 15.5 h / 0 - 20 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

3: water; sodium hydroxide / 4 h / Inert atmosphere; Heating

4: triethylamine / dichloromethane / 5 h / 20 °C / Inert atmosphere; Reflux

5: trifluoromethylsulfonic anhydride; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene / dichloromethane / 5 h / 40 °C / Inert atmosphere; Sealed tube

6: tetrabutylammoniun azide / dichloromethane / 0.08 h / 20 °C / Inert atmosphere; Sealed tube

With trifluoromethylsulfonic anhydride; tetrabutyl ammonium fluoride; water; tetrabutylammoniun azide; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; triethylamine; cesium fluoride; sodium hydroxide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1002/ejoc.201900613