N²-[(1,1-dimethylethoxy)carbonyl]-N⁶-[(phenylmethoxy)carbonyl]-L-lysine 1,1-dimethylethyl ester

Base Information

• Chemical Name: N²-[(1,1-dimethylethoxy)carbonyl]-N⁶-[(phenylmethoxy)carbonyl]-L-lysine 1,1-dimethylethyl ester
• CAS No.: 135727-85-4
• Molecular Formula: C₂₃H₃₆N₂O₆
• Molecular Weight: 436.549

Synonyms:N²-[(1,1-dimethylethoxy)carbonyl]-N⁶-[(phenylmethoxy)carbonyl]-L-lysine 1,1-dimethylethyl ester

Chemical Property of N²-[(1,1-dimethylethoxy)carbonyl]-N⁶-[(phenylmethoxy)carbonyl]-L-lysine 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of N²-[(1,1-dimethylethoxy)carbonyl]-N⁶-[(phenylmethoxy)carbonyl]-L-lysine 1,1-dimethylethyl ester

There total 10 articles about N²-[(1,1-dimethylethoxy)carbonyl]-N⁶-[(phenylmethoxy)carbonyl]-L-lysine 1,1-dimethylethyl 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: 98.0%

2-tert-butyl-1,3-diisopropylisourea (71432-55-8) + Boc-Lys(Z)-OH (2389-45-9) → N2-[(1,1-dimethylethoxy)carbonyl]-N6-[(phenylmethoxy)carbonyl]-L-lysine 1,1-dimethylethyl ester (135727-85-4)

Guidance literature:

Boc-Lys(Z)-OH; With Dess-Martin periodane; In dichloromethane; at 0 ℃; for 27h; Inert atmosphere;

2-tert-butyl-1,3-diisopropylisourea; In dichloromethane; at 20 ℃; for 26h; Inert atmosphere;

DOI:10.1021/ol500333t

Reference yield: 98.0%

di-tert-butyl dicarbonate (24424-99-5) + N(ε)-benzoyloxycarbonyl-L-lysine tert-butyl ester hydrochloride (5978-22-3,1426213-63-9) → N2-[(1,1-dimethylethoxy)carbonyl]-N6-[(phenylmethoxy)carbonyl]-L-lysine 1,1-dimethylethyl ester (135727-85-4)

Guidance literature:

With sodium hydrogencarbonate; In chloroform; for 1.5h; Heating;

DOI:10.1021/jm980389p

Reference yield: 95.0%

di-tert-butyl dicarbonate (24424-99-5) + Boc-Lys(Z)-OH (2389-45-9) → N2-[(1,1-dimethylethoxy)carbonyl]-N6-[(phenylmethoxy)carbonyl]-L-lysine 1,1-dimethylethyl ester (135727-85-4)

Guidance literature:

With dmap; In tert-butyl alcohol; at 20 ℃; for 24h;

DOI:10.1021/acs.jafc.8b00937

upstream raw materials:

di-tert-butyl dicarbonate

N(ε)-benzoyloxycarbonyl-L-lysine tert-butyl ester hydrochloride

t-butyl bromide

Boc-Lys(Z)-OH

Downstream raw materials:

Nε-benzyloxycarbonyl-L-lysine tert-butyl ester

(S)-t-Boc-Lys(Bz)-O-t-Bu

(S)-6-[Benzyl-((S)-3-chloro-2-hydroxy-propyl)-amino]-2-tert-butoxycarbonylamino-hexanoic acid tert-butyl ester

(2S,9R)-7-Benzyl-2-[(tert-butoxycarbonyl)amino]-10-cyano-9-hydroxy-7-azadecanoic Acid tert-Butyl Ester

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