N-benzyloxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-succinamic acid tert-butyl ester

Base Information

• Chemical Name: N-benzyloxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-succinamic acid tert-butyl ester
• CAS No.: 566200-19-9
• Molecular Formula: C₃₀H₃₂N₂O₆
• Molecular Weight: 516.594
• Mol file: 566200-19-9.mol

Synonyms:N-benzyloxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-succinamic acid tert-butyl ester

Chemical Property of N-benzyloxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-succinamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzyloxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-succinamic acid tert-butyl ester

There total 1 articles about N-benzyloxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-succinamic acid tert-butyl ester 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%

N-benzyloxyamine (622-33-3) + Fmoc-Asp-O-t-Bu (129460-09-9,134098-70-7) → N-benzyloxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-succinamic acid tert-butyl ester (566200-19-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 ℃; for 9h;

DOI:10.1016/S0040-4039(03)00473-8

Reference yield: 95.0%

2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) + N-benzyloxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-succinamic acid tert-butyl ester (566200-19-9) → (S)-4-[(E)-Benzyloxyimino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-butyric acid tert-butyl ester

Guidance literature:

With tributylphosphine; diamide; In toluene; at 20 ℃; for 3h;

DOI:10.1016/S0040-4039(03)00473-8

Reference yield:

2,3,4,6-tetra-O-benzyl-D-glucopyranosyl fluoride (78153-79-4,89025-46-7,94898-42-7,94898-43-8,101966-50-1,143615-35-4,122741-44-0) + N-benzyloxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-succinamic acid tert-butyl ester (566200-19-9) → N-benzyloxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-N-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-succinamic acid tert-butyl ester + N-benzyloxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-N-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-succinamic acid tert-butyl ester (566200-21-3)

Guidance literature:

With zirconocene dichloride; silver trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 3h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(03)00473-8

upstream raw materials:

N-benzyloxyamine

Fmoc-Asp-O-t-Bu

Downstream raw materials:

N-benzyloxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-N-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-succinamic acid tert-butyl ester