BOC-L-BETA-HOMOLYSINE(CBZ)

Base Information

• Chemical Name: BOC-L-BETA-HOMOLYSINE(CBZ)
• CAS No.: 346694-77-7
• Molecular Formula: C20H30 N2 O6
• Molecular Weight: 394.46200
• Hs Code.: 2924299090
• Mol file: 346694-77-7.mol

Synonyms:

Chemical Property of BOC-L-BETA-HOMOLYSINE(CBZ)

Chemical Property:

• Boiling Point: 599.0±50.0 °C(Predicted)
• PKA: 4.44±0.10(Predicted)
• PSA: 113.96000
• Density: 1.160±0.06 g/cm3(Predicted)
• LogP: 4.23290
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

Nbeta-Boc-Nω-Z-L-beta-homolysine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Boc-L-β-homolysine(cbz) is used in the synthetic preparation of peptide nanotubes composed of cyclic tetra-β-peptide having polydiacetylene components.

Technology Process of BOC-L-BETA-HOMOLYSINE(CBZ)

There total 3 articles about BOC-L-BETA-HOMOLYSINE(CBZ) 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: 93.0%

((S)-5-tert-Butoxycarbonylamino-7-diazo-6-oxo-heptyl)-carbamic acid benzyl ester (172833-14-6) → (S)-3-([(tert-butoxy)carbonyl]amino)-7-([(tert-butoxy)carbonyl]amino)heptanoic acid (346694-77-7)

Guidance literature:

With silver trifluoroacetate; silica gel; In ethyl acetate; at 50 ℃; for 0.25h;

DOI:10.1080/00397910500290466

Reference yield:

(S)-7-Benzyloxycarbonylamino-3-tert-butoxycarbonylamino-heptanoic acid methyl ester (153074-94-3) → (S)-3-([(tert-butoxy)carbonyl]amino)-7-([(tert-butoxy)carbonyl]amino)heptanoic acid (346694-77-7)

Guidance literature:

With potassium carbonate; In methanol; water;

DOI:10.1016/S0968-0896(98)00118-7

Reference yield:

Boc-Lys(Z)-OH (2389-45-9) → (S)-3-([(tert-butoxy)carbonyl]amino)-7-([(tert-butoxy)carbonyl]amino)heptanoic acid (346694-77-7)

Guidance literature:

Multi-step reaction with 2 steps

1: ClCO₂Et

2: AgO₂CCF₃

With silver trifluoroacetate; chloroformic acid ethyl ester; 1: Substitution / 1: Substitution / 2: Wolff rearrangement;

DOI:10.1021/ol000122w

upstream raw materials:

(S)-7-Benzyloxycarbonylamino-3-tert-butoxycarbonylamino-heptanoic acid methyl ester

((S)-5-tert-Butoxycarbonylamino-7-diazo-6-oxo-heptyl)-carbamic acid benzyl ester

Boc-Lys(Z)-OH

Refernces

• 1、 Cheng, Jianjun,Ziller, Joseph W.,Deming, Timothy J.. "Synthesis of optically active β-amino acid N-carboxyanhydrides". . p. 1943 - 1946. Retrieved 2007/10/03.