1-[(N-benzyloxycarbonyl)-(1S)-1-amino-2-azidoethyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

Base Information

• Chemical Name: 1-[(N-benzyloxycarbonyl)-(1S)-1-amino-2-azidoethyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane
• CAS No.: 244052-06-0
• Molecular Formula: C₁₆H₂₀N₄O₅
• Molecular Weight: 348.359

Synonyms:1-[(N-benzyloxycarbonyl)-(1S)-1-amino-2-azidoethyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

Chemical Property of 1-[(N-benzyloxycarbonyl)-(1S)-1-amino-2-azidoethyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

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Technology Process of 1-[(N-benzyloxycarbonyl)-(1S)-1-amino-2-azidoethyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

There total 1 articles about 1-[(N-benzyloxycarbonyl)-(1S)-1-amino-2-azidoethyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane 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: 96.0%

1-[N-benzyloxycarbonyl-(1S)-1-amino-2-hydroxyethyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane (206191-44-8,851974-77-1) → 1-[(N-benzyloxycarbonyl)-(1S)-1-amino-2-azidoethyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane (244052-06-0)

Guidance literature:

With tris-(2-chloro-ethyl)-amine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; benzene; at 0 - 20 ℃;

DOI:10.1021/jo9904718

Reference yield: 86.0%

1-[(N-benzyloxycarbonyl)-(1S)-1-amino-2-azidoethyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane (244052-06-0) → 1-[(N-benzyloxycarbonyl)-(1S)-1,2-diaminoethyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane (244052-11-7)

Guidance literature:

With water; triphenylphosphine; In tetrahydrofuran;

DOI:10.1021/jo9904718

Reference yield: 27.0%

1-[(N-benzyloxycarbonyl)-(1S)-1-amino-2-azidoethyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane (244052-06-0) → (S)-4-(4-Methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-imidazolidin-2-one + 1-[(N-benzyloxycarbonyl)-(1S)-1,2-diaminoethyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane (244052-11-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1021/jo9904718

upstream raw materials:

1-[N-benzyloxycarbonyl-(1S)-1-amino-2-hydroxyethyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

Downstream raw materials:

1-[(N-benzyloxycarbonyl)-(1S)-1,2-diaminoethyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

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