(6S,9S)-1-amino-9-isopropyl-13,13-dimethyl-1,8,11-trioxo-12-oxa-2,7,10-triazatetradecane-6-carboxylic acid

Base Information

• Chemical Name: (6S,9S)-1-amino-9-isopropyl-13,13-dimethyl-1,8,11-trioxo-12-oxa-2,7,10-triazatetradecane-6-carboxylic acid
• CAS No.: 870487-08-4
• Molecular Formula: C₁₆H₃₀N₄O₆
• Molecular Weight: 374.437

Synonyms:(6S,9S)-1-amino-9-isopropyl-13,13-dimethyl-1,8,11-trioxo-12-oxa-2,7,10-triazatetradecane-6-carboxylic acid

Chemical Property of (6S,9S)-1-amino-9-isopropyl-13,13-dimethyl-1,8,11-trioxo-12-oxa-2,7,10-triazatetradecane-6-carboxylic acid

Chemical Property:

• Boiling Point: 624.8±55.0 °C(Predicted)
• Density: 1.183±0.06 g/cm3(Predicted)

Purity/Quality:

99%, ^*data from raw suppliers

Boc-Val-Cit-OH 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Boc-Val-Cit is a cleavable ADC linker. The Val-Cit will specifically be cleaved by Cathepsin B. Boc group can be removed under acidic condition.

Technology Process of (6S,9S)-1-amino-9-isopropyl-13,13-dimethyl-1,8,11-trioxo-12-oxa-2,7,10-triazatetradecane-6-carboxylic acid

There total 11 articles about (6S,9S)-1-amino-9-isopropyl-13,13-dimethyl-1,8,11-trioxo-12-oxa-2,7,10-triazatetradecane-6-carboxylic acid 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: 99.0%

methyl (S)-2-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-5-ureidopentanoate → (6S,9S)-1-amino-9-isopropyl-13,13-dimethyl-1,8,11-trioxo-12-oxa-2,7,10-triazatetradecane-6-carboxylic acid (870487-08-4)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃; for 2h;

Reference yield: 92.0%

Boc-Val-ONSu (3392-12-9) + Citrulline (372-75-8) → (6S,9S)-1-amino-9-isopropyl-13,13-dimethyl-1,8,11-trioxo-12-oxa-2,7,10-triazatetradecane-6-carboxylic acid (870487-08-4)

Guidance literature:

With Sodium hydrogenocarbonate; In tetrahydrofuran; 1,2-dimethoxyethane; water monomer; at 20 ℃; for 96h;

Reference yield: 51.0%

Boc-Val-ONSu (3392-12-9) + diethyl ether (60-29-7,927820-24-4) + Citrulline (372-75-8) + citric acid (77-92-9,906507-37-7) → (6S,9S)-1-amino-9-isopropyl-13,13-dimethyl-1,8,11-trioxo-12-oxa-2,7,10-triazatetradecane-6-carboxylic acid (870487-08-4)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; 1,2-dimethoxyethane; water;

upstream raw materials:

Boc-Val-ONSu

Citrulline

diethyl ether

citric acid

Downstream raw materials:

Boc-Val-Cit-PABE-SN₃₈

tert-butyl ((S)-1-(((S)-1-((4-(hydroxymethyl)phenyl)amino)-1-oxo-5-ureidopentane-2-yl)amino)-3-methyl-1-oxobutane-2-yl)carbamate

tert-butyl ((5)-3-methyl-1-(((5)-1-((4-((((4-nitrophenoxy)carbonyl)oxy)methyl)phenyl)amino)-1-oxo-5-ureidopentan-2-yl)amino)-1-oxobutan-2-yl)carbamate

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