2N-benzyloxy-3,4,5-tris(benzyloxy)-6-benzyloxymethyl-(3R,4S,5S,6S)-tetrahydro-2H-pyran-2-imine

Base Information

• Chemical Name: 2N-benzyloxy-3,4,5-tris(benzyloxy)-6-benzyloxymethyl-(3R,4S,5S,6S)-tetrahydro-2H-pyran-2-imine
• CAS No.: 270062-27-6
• Molecular Formula: C₄₁H₄₁NO₆
• Molecular Weight: 643.78

Synonyms:2N-benzyloxy-3,4,5-tris(benzyloxy)-6-benzyloxymethyl-(3R,4S,5S,6S)-tetrahydro-2H-pyran-2-imine

Chemical Property of 2N-benzyloxy-3,4,5-tris(benzyloxy)-6-benzyloxymethyl-(3R,4S,5S,6S)-tetrahydro-2H-pyran-2-imine

Chemical Property:

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Technology Process of 2N-benzyloxy-3,4,5-tris(benzyloxy)-6-benzyloxymethyl-(3R,4S,5S,6S)-tetrahydro-2H-pyran-2-imine

There total 3 articles about 2N-benzyloxy-3,4,5-tris(benzyloxy)-6-benzyloxymethyl-(3R,4S,5S,6S)-tetrahydro-2H-pyran-2-imine 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: 68.0%

1N-benzyloxy-2,3,4,6-tetrakis(benzyloxy)-5-hydroxy-(2R,3S,4S,5R)-hexanamide (270062-22-1) → 2N-benzyloxy-3,4,5-tris(benzyloxy)-6-benzyloxymethyl-(3R,4S,5S,6S)-tetrahydro-2H-pyran-2-imine (270062-27-6) + 1,3,4,5-tetrakis(benzyloxy)-6-benzyloxymethyl-(3R,4S,5S,6S)-tetrahydropyridin-2(1H)-one

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 0.166667h;

DOI:10.1021/ja992808t

Reference yield:

N-benzyloxyamine (622-33-3) → 2N-benzyloxy-3,4,5-tris(benzyloxy)-6-benzyloxymethyl-(3R,4S,5S,6S)-tetrahydro-2H-pyran-2-imine (270062-27-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / trimethylaluminum / CH₂Cl₂ / 1 h / 20 °C

2: 68 percent / PPh₃; DEAD / tetrahydrofuran / 0.17 h / 20 °C

With trimethylaluminum; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 1: Alkoxyamination / 2: Cyclization;

DOI:10.1021/ja992808t

Reference yield:

2,3,4,6-tetra-O-benzyl-D-galactonolactone (82598-84-3) → 2N-benzyloxy-3,4,5-tris(benzyloxy)-6-benzyloxymethyl-(3R,4S,5S,6S)-tetrahydro-2H-pyran-2-imine (270062-27-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / trimethylaluminum / CH₂Cl₂ / 1 h / 20 °C

2: 68 percent / PPh₃; DEAD / tetrahydrofuran / 0.17 h / 20 °C

With trimethylaluminum; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 1: Alkoxyamination / 2: Cyclization;

DOI:10.1021/ja992808t

upstream raw materials:

1N-benzyloxy-2,3,4,6-tetrakis(benzyloxy)-5-hydroxy-(2R,3S,4S,5R)-hexanamide

N-benzyloxyamine

2,3,4,6-tetra-O-benzyl-D-galactonolactone

Downstream raw materials:

2,3,4,6-tetra-O-benzyl-L-altrono-1,5-lactone

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