(S)-3-(<(tert-butoxy)carbonyl>amino)-7-(<(2-chlorobenzyloxy)carbonyl>amino)-1-diazoheptan-2-one

Base Information

• Chemical Name: (S)-3-(<(tert-butoxy)carbonyl>amino)-7-(<(2-chlorobenzyloxy)carbonyl>amino)-1-diazoheptan-2-one
• CAS No.: 210533-60-1
• Molecular Formula: C₂₀H₂₇ClN₄O₅
• Molecular Weight: 438.911

Synonyms:(S)-3-(<(tert-butoxy)carbonyl>amino)-7-(<(2-chlorobenzyloxy)carbonyl>amino)-1-diazoheptan-2-one

Chemical Property of (S)-3-(<(tert-butoxy)carbonyl>amino)-7-(<(2-chlorobenzyloxy)carbonyl>amino)-1-diazoheptan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (S)-3-(<(tert-butoxy)carbonyl>amino)-7-(<(2-chlorobenzyloxy)carbonyl>amino)-1-diazoheptan-2-one

There total 6 articles about (S)-3-(<(tert-butoxy)carbonyl>amino)-7-(<(2-chlorobenzyloxy)carbonyl>amino)-1-diazoheptan-2-one 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: 70.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + Boc-(S)-Lys(2-Cl-Z)-OH (54613-99-9) + chloroformic acid ethyl ester (541-41-3) → (S)-3-(<(tert-butoxy)carbonyl>amino)-7-(<(2-chlorobenzyloxy)carbonyl>amino)-1-diazoheptan-2-one (210533-60-1)

Guidance literature:

Boc-(S)-Lys(2-Cl-Z)-OH; chloroformic acid ethyl ester; With triethylamine; In tetrahydrofuran; at -15 ℃; for 0.25h;

diazomethane; In diethyl ether; at 20 ℃; for 3h;

DOI:10.1002/(SICI)1522-2675(20000119)83:1<16::AID-HLCA16>3.0.CO;2-3

Reference yield:

Boc-(S)-Lys(2-Cl-Z)-OH (54613-99-9) → (S)-3-(<(tert-butoxy)carbonyl>amino)-7-(<(2-chlorobenzyloxy)carbonyl>amino)-1-diazoheptan-2-one (210533-60-1)

Guidance literature:

Multi-step reaction with 2 steps

1: ClCO₂Et; Et₃N / tetrahydrofuran

2: diethyl ether

With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; diethyl ether; 1: Chlorination / 2: Methylation;

DOI:10.1002/(SICI)1521-3773(19990503)38:9<1223::AID-ANIE1223>3.0.CO;2-A

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + (5-tert-butoxycarbonylamino-5-chlorocarbonyl-pentyl)-carbamic acid 2-chloro-benzyl ester → (S)-3-(<(tert-butoxy)carbonyl>amino)-7-(<(2-chlorobenzyloxy)carbonyl>amino)-1-diazoheptan-2-one (210533-60-1)

Guidance literature:

In diethyl ether;

DOI:10.1002/(SICI)1521-3773(19990503)38:9<1223::AID-ANIE1223>3.0.CO;2-A

upstream raw materials:

diazomethane

diazomethane

Boc-(S)-Lys(2-Cl-Z)-OH

chloroformic acid ethyl ester

Downstream raw materials:

(S)-3-<<(tert-butoxy)carbonyl>amino>-7-<<(2-chlorobenzyloxy)carbonyl>amino>heptanoic acid

cyclo(β³-HTrp-β³-HPhe-β³-HThr(OBn)-β³-HLys(N^ε-2-Cl-Z))

methyl (3S)-3-{[(tert-butoxy)carbonyl]amino}-7-({[(2-chlorobenzyl)oxy]carbonyl}amino)heptanoate

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