N-(4-methoxyphenyl)-N-[2-{(S)-2-oxiranyl}ethyl]-α-carbomethoxy-α-diazoacetamide

Base Information

Chemical Name:N-(4-methoxyphenyl)-N-[2-{(S)-2-oxiranyl}ethyl]-α-carbomethoxy-α-diazoacetamide
CAS No.:264903-68-6
Molecular Formula:C₁₅H₁₇N₃O₅
Molecular Weight:319.317
Hs Code.:

Synonyms:N-(4-methoxyphenyl)-N-[2-{(S)-2-oxiranyl}ethyl]-α-carbomethoxy-α-diazoacetamide

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Chemical Property of N-(4-methoxyphenyl)-N-[2-{(S)-2-oxiranyl}ethyl]-α-carbomethoxy-α-diazoacetamide

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Technology Process of N-(4-methoxyphenyl)-N-[2-{(S)-2-oxiranyl}ethyl]-α-carbomethoxy-α-diazoacetamide

There total 5 articles about N-(4-methoxyphenyl)-N-[2-{(S)-2-oxiranyl}ethyl]-α-carbomethoxy-α-diazoacetamide 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:

: 264903-64-2
[2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-ethyl]-(4-methoxy-phenyl)-amine

: 264903-68-6
N-(4-methoxyphenyl)-N-[2-{(S)-2-oxiranyl}ethyl]-α-carbomethoxy-α-diazoacetamide

Guidance literature:: Multi-step reaction with 5 steps

1: 73 percent / DCC; DMAP / CH₂Cl₂ / 0 - 20 °C

2: 81 percent / KH in oil; methanesulfonyl azide / 1,2-dimethoxy-ethane / 4 h / 0 °C

3: 92 percent / aq. HCl; MeOH / 1 h / 20 °C

4: 50 percent / pyridine; (i-Pr)2NEt / CHCl₃ / 18 h / 0 - 20 °C

5: 94 percent / potassium tert-butoxide / tetrahydrofuran / 1 h / 0 °C

With pyridine; hydrogenchloride; methanol; dmap; potassium tert-butylate; potassium hydride; N-ethyl-N,N-diisopropylamine; Methanesulfonyl azide; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; chloroform;
DOI:10.3987/com-99-8805

Reference yield:

: 264903-63-1
(S)-N-(4-methoxyphenyl)-3,4-dihydroxy-3,4-O-isopropylidenebutanamide

: 264903-68-6
N-(4-methoxyphenyl)-N-[2-{(S)-2-oxiranyl}ethyl]-α-carbomethoxy-α-diazoacetamide

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / LiAlH₄ / tetrahydrofuran / 17 h / Heating

2: 73 percent / DCC; DMAP / CH₂Cl₂ / 0 - 20 °C

3: 81 percent / KH in oil; methanesulfonyl azide / 1,2-dimethoxy-ethane / 4 h / 0 °C

4: 92 percent / aq. HCl; MeOH / 1 h / 20 °C

5: 50 percent / pyridine; (i-Pr)2NEt / CHCl₃ / 18 h / 0 - 20 °C

6: 94 percent / potassium tert-butoxide / tetrahydrofuran / 1 h / 0 °C

With pyridine; hydrogenchloride; methanol; dmap; lithium aluminium tetrahydride; potassium tert-butylate; potassium hydride; N-ethyl-N,N-diisopropylamine; Methanesulfonyl azide; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; chloroform;
DOI:10.3987/com-99-8805

Reference yield:

: 264903-65-3
N-[{(S)-3,4-dihydroxy-3,4-O-isopropylidene}butyl]-N-(4-methoxyphenyl)-α-(carbomethoxy)acetamide

: 264903-68-6
N-(4-methoxyphenyl)-N-[2-{(S)-2-oxiranyl}ethyl]-α-carbomethoxy-α-diazoacetamide

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / KH in oil; methanesulfonyl azide / 1,2-dimethoxy-ethane / 4 h / 0 °C

2: 92 percent / aq. HCl; MeOH / 1 h / 20 °C

3: 50 percent / pyridine; (i-Pr)2NEt / CHCl₃ / 18 h / 0 - 20 °C

4: 94 percent / potassium tert-butoxide / tetrahydrofuran / 1 h / 0 °C

With pyridine; hydrogenchloride; methanol; potassium tert-butylate; potassium hydride; N-ethyl-N,N-diisopropylamine; Methanesulfonyl azide; In tetrahydrofuran; 1,2-dimethoxyethane; chloroform;
DOI:10.3987/com-99-8805