N-benzyloxycarbonyl 2,3,5-tri-O-benzyl-α,β-D-arabinofuranylamine

Base Information

• Chemical Name: N-benzyloxycarbonyl 2,3,5-tri-O-benzyl-α,β-D-arabinofuranylamine
• CAS No.: 516482-68-1
• Molecular Formula: C₃₄H₃₅NO₆
• Molecular Weight: 553.655
• Mol file: 516482-68-1.mol

Synonyms:N-benzyloxycarbonyl 2,3,5-tri-O-benzyl-α,β-D-arabinofuranylamine

Chemical Property of N-benzyloxycarbonyl 2,3,5-tri-O-benzyl-α,β-D-arabinofuranylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzyloxycarbonyl 2,3,5-tri-O-benzyl-α,β-D-arabinofuranylamine

There total 1 articles about N-benzyloxycarbonyl 2,3,5-tri-O-benzyl-α,β-D-arabinofuranylamine 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: 91.0%

O-benzyl carbamate (621-84-1) + 2,3,5-tri-O-benzyl-D-arabinofuranose (160549-10-0) → N-benzyloxycarbonyl 2,3,5-tri-O-benzyl-α,β-D-arabinofuranylamine (516482-68-1)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at 20 ℃; for 0.75h;

DOI:10.1016/j.carres.2007.11.022

Reference yield: 75.0%

N-benzyloxycarbonyl 2,3,5-tri-O-benzyl-α,β-D-arabinofuranylamine (516482-68-1) → benzyl [(2R,3R,4R)-2,3,5-tris(benzyloxy)-4-hydroxypentyl]carbamate (516482-80-7)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; at -23 ℃; for 4h;

DOI:10.1002/1522-2675(200211)85:11<3678::AID-HLCA3678>3.0.CO;2-0

Reference yield: 38.0%

N-benzyloxycarbonyl 2,3,5-tri-O-benzyl-α,β-D-arabinofuranylamine (516482-68-1) → 1,4-anhydro-2,3,5-tri-O-benzyl-D-arabinitol (14233-62-6) + benzyl [(2R,3R,4R)-2,3,5-tris(benzyloxy)-4-hydroxypentyl]carbamate (516482-80-7)

Guidance literature:

With triethylsilane; trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 0 - 20 ℃; for 4.5h;

DOI:10.1002/1522-2675(200211)85:11<3678::AID-HLCA3678>3.0.CO;2-0

upstream raw materials:

O-benzyl carbamate

2,3,5-tri-O-benzyl-D-arabinofuranose

Downstream raw materials:

1,4-anhydro-2,3,5-tri-O-benzyl-D-arabinitol

benzyl [(2R,3R,4R)-2,3,5-tris(benzyloxy)-4-hydroxypentyl]carbamate

benzyl (2S,3R,4R)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]pyrrolidine-1-carboxylate