[2-tert-butoxycarbonylamino-6-(9H-fluoren-9-ylmethoxycarbonylamino)-hexylamino]-acetic acid benzyl ester

Base Information

• Chemical Name: [2-tert-butoxycarbonylamino-6-(9H-fluoren-9-ylmethoxycarbonylamino)-hexylamino]-acetic acid benzyl ester
• CAS No.: 863502-74-3
• Molecular Formula: C₃₅H₄₃N₃O₆
• Molecular Weight: 601.743
• Mol file: 863502-74-3.mol

Synonyms:[2-tert-butoxycarbonylamino-6-(9H-fluoren-9-ylmethoxycarbonylamino)-hexylamino]-acetic acid benzyl ester

Chemical Property of [2-tert-butoxycarbonylamino-6-(9H-fluoren-9-ylmethoxycarbonylamino)-hexylamino]-acetic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2-tert-butoxycarbonylamino-6-(9H-fluoren-9-ylmethoxycarbonylamino)-hexylamino]-acetic acid benzyl ester

There total 3 articles about [2-tert-butoxycarbonylamino-6-(9H-fluoren-9-ylmethoxycarbonylamino)-hexylamino]-acetic acid benzyl 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: 60.0%

[5-(9H-fluoren-9-ylmethoxycarbonylamino)-1-formyl-pentyl]-carbamic acid tert-butyl ester (863502-73-2) + benzyl 2-aminoacetate hydrochloride (2462-31-9) → [2-tert-butoxycarbonylamino-6-(9H-fluoren-9-ylmethoxycarbonylamino)-hexylamino]-acetic acid benzyl ester (863502-74-3)

Guidance literature:

With sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 1.75h;

DOI:10.1021/ol051143z

Reference yield:

Boc-Lys(Fmoc)-N(Me)OMe (863502-72-1) → [2-tert-butoxycarbonylamino-6-(9H-fluoren-9-ylmethoxycarbonylamino)-hexylamino]-acetic acid benzyl ester (863502-74-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / LiAlH₄ / tetrahydrofuran / 0.75 h

2: 60 percent / N,N-diisopropylethylamine; NaHB(OAc)3 / CH₂Cl₂ / 1.75 h

With lithium aluminium tetrahydride; sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol051143z

Reference yield:

Boc-Lys(Fmoc)-OH (84624-27-1) → [2-tert-butoxycarbonylamino-6-(9H-fluoren-9-ylmethoxycarbonylamino)-hexylamino]-acetic acid benzyl ester (863502-74-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / N-ethyl-N'-(3-dimethylaminopropyl)carbodiimide; 1-hydroxy-1H-benzotriazole hydrate; N,N-diisopropylethylamine / CH₂Cl₂ / 12 h

2: 85 percent / LiAlH₄ / tetrahydrofuran / 0.75 h

3: 60 percent / N,N-diisopropylethylamine; NaHB(OAc)3 / CH₂Cl₂ / 1.75 h

With lithium aluminium tetrahydride; sodium tris(acetoxy)borohydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-hydroxybenzotriazol-hydrate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol051143z

upstream raw materials:

[5-(9H-fluoren-9-ylmethoxycarbonylamino)-1-formyl-pentyl]-carbamic acid tert-butyl ester

benzyl 2-aminoacetate hydrochloride

Boc-Lys(Fmoc)-N(Me)OMe

Boc-Lys(Fmoc)-OH

Downstream raw materials:

{[2-tert-butoxycarbonylamino-6-(9H-fluoren-9-ylmethoxycarbonylamino)-hexyl]-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid benzyl ester