(S)-()-2-Azido-6-(Boc-aMino)hexanoic acid (dicyclohexylaMMoniuM) salt

Base Information

• Chemical Name: (S)-()-2-Azido-6-(Boc-aMino)hexanoic acid (dicyclohexylaMMoniuM) salt
• CAS No.: 333366-32-8
• Molecular Formula: C23H43N5O4
• Molecular Weight: 272.304
• Hs Code.: 2929900090
• Mol file: 333366-32-8.mol

Synonyms:(dicyclohexylammonium) salt; (S)-(-)-2-Azido-6-(boc-amino)hexanoic acid(dicyclohexylammonium) salt; (S)-(− )-2-Azido-6-(Boc-amino)hexanoic acid (dicyclohexylammonium) salt

Chemical Property of (S)-()-2-Azido-6-(Boc-aMino)hexanoic acid (dicyclohexylaMMoniuM) salt

Chemical Property:

• PSA: 125.38000
• LogP: 2.28856

Purity/Quality:

95+% ^*data from raw suppliers

N3-L-Lys(Boc)-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (S)?-?(-?)?-?2-?Azido-?6-?(Boc-?amino)?hexanoic Acid (Dicyclohexylammoniu?m) Salt is a beta-lactamase inhibitor used in the treatment of bacterial infections.

Technology Process of (S)-()-2-Azido-6-(Boc-aMino)hexanoic acid (dicyclohexylaMMoniuM) salt

There total 3 articles about (S)-()-2-Azido-6-(Boc-aMino)hexanoic acid (dicyclohexylaMMoniuM) salt 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: 100.0%

(S)-2-amino-6-(tert-butoxycarbonylamino)hexanoic acid (2418-95-3) → (S)-2-azido-6-((tert-butoxycarbonyl)amino)hexanoic acid (333366-32-8)

Guidance literature:

With imidazole-1-sulfonyl azide hydrochloride; copper(ll) sulfate pentahydrate; potassium carbonate; In methanol; at 20 ℃; for 16h;

DOI:10.1039/c3ob41359d

Reference yield: 100.0%

imidazole-1-sulfonyl azide hydrochloride (952234-36-5) + (S)-2-amino-6-(tert-butoxycarbonylamino)hexanoic acid (2418-95-3) → (S)-2-azido-6-((tert-butoxycarbonyl)amino)hexanoic acid (333366-32-8)

Guidance literature:

With copper(ll) sulfate pentahydrate; potassium carbonate; In methanol; at 20 ℃; for 4h;

DOI:10.1021/acs.jmedchem.1c01605

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (S)-2-azido-6-((tert-butoxycarbonyl)amino)hexanoic acid (333366-32-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate; copper(ll) sulfate pentahydrate / water; acetone / 20 °C

1.2: 20 °C

2.1: potassium carbonate; copper(ll) sulfate pentahydrate / methanol / 4 h / 20 °C

With copper(ll) sulfate pentahydrate; sodium hydrogencarbonate; potassium carbonate; In methanol; water; acetone;

DOI:10.1021/acs.jmedchem.1c01605

upstream raw materials:

(S)-2-amino-6-(tert-butoxycarbonylamino)hexanoic acid

imidazole-1-sulfonyl azide hydrochloride

di-tert-butyl dicarbonate

Downstream raw materials:

C₄₆H₇₀⁽¹⁸⁾FN₁₅O₁₂

C₄₆H₇₀FN₁₅O₁₂

C₅₀H₆₂N₁₂O₁₃

C₄₉H₆₂N₁₂O₁₁

Refernces

• 1、 Liu, Changren,Zhang, Ling'e,Zhou, Sensen,Zhang, Xiaoke,Wu, Wei,Jiang, Xiqun. "A Dendron-Based Fluorescence Turn-On Probe for Tumor Detection". . p. 13022 - 13030. Retrieved 2020.
• 2、 Sheng, Yuwen,Chen, Yuwen,Zeng, Zhongqiu,Wu, Wenbi,Wang, Jing,Ma, Yuling,Lin, Yuan,Zhang, Jichao,Huang, Yulan,Li, Wenhua,Zhu, Qiyu,Wei, Xiao,Li, Suiyan,Wisanwattana, Wisanee,Li, Fu,Liu, Wanli,Suksamrarn, Apichart,Zhang, Guolin,Jiao, Wei,Wang, Fei. "Identification of Pyruvate Carboxylase as the Cellular Target of Natural Bibenzyls with Potent Anticancer Activity against Hepatocellular Carcinoma via Metabolic Reprogramming". . p. 460 - 484. Retrieved 2022/01/03.