DBCO-C6-acid

Base Information

• Chemical Name: DBCO-C6-acid
• CAS No.: 1425485-72-8
• Molecular Formula: C₂₁H₁₉NO₃
• Molecular Weight: 333.387
• Mol file: 1425485-72-8.mol

Synonyms:

Chemical Property of DBCO-C6-acid

Chemical Property:

• Boiling Point: 634.4±55.0 °C(Predicted)
• PKA: 4.69±0.10(Predicted)
• Density: 1.28±0.1 g/cm3(Predicted)
• Solubility.: Soluble in DMSO, DMF, DCM, THF, Chloroform

Purity/Quality:

99%, ^*data from raw suppliers

DBCO-C6-acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: DBCO-C6-Acid is an analog of DBCO-Acid with an extended 6-carbon atom spacer arm. The extended 6-carbon atom spacer arm improves its derivatization efficiency and the stability of the yielded conjugates. This spacer arm also improves solubility in organic solvents such as dichloromethane, chloroform, THF, and ethyl acetate. DBCO is commonly used for copper-free Click Chemistry reactions.
• Uses: DBCO-C6 Acid is a reagent in the preparation of N,?N-?dialkylhydroxylamines.

Technology Process of DBCO-C6-acid

There total 6 articles about DBCO-C6-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:

C21H21Br2NO3 → 6-dibenzocyclooctynamidehexanoic acid (1425485-72-8)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at -40 ℃; for 2h;

DOI:10.1002/anie.202009408

Reference yield:

dibenzosuberenon (2222-33-5) → 6-dibenzocyclooctynamidehexanoic acid (1425485-72-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: hydroxylamine hydrochloride; pyridine / ethanol / 12 h / Reflux

2.1: Eaton’s reagent / 0.5 h / 100 °C

3.1: lithium aluminium tetrahydride / diethyl ether / 15 h / Reflux

4.1: dichloromethane / 12 h / 20 °C

4.2: 12 h / 75 °C

5.1: bromine / dichloromethane / 8 h / 0 °C

6.1: potassium tert-butylate / tetrahydrofuran / 2 h / -40 °C

With pyridine; lithium aluminium tetrahydride; Eaton’s reagent; hydroxylamine hydrochloride; potassium tert-butylate; bromine; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;

DOI:10.1002/anie.202009408

Reference yield:

N-[tricyclo[9.4.0.03,8]pentadeca-1(11),3,5,7,9,12,14-heptaen-2-ylidene]hydroxylamine (1021-91-6) → 6-dibenzocyclooctynamidehexanoic acid (1425485-72-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: Eaton’s reagent / 0.5 h / 100 °C

2.1: lithium aluminium tetrahydride / diethyl ether / 15 h / Reflux

3.1: dichloromethane / 12 h / 20 °C

3.2: 12 h / 75 °C

4.1: bromine / dichloromethane / 8 h / 0 °C

5.1: potassium tert-butylate / tetrahydrofuran / 2 h / -40 °C

With lithium aluminium tetrahydride; Eaton’s reagent; potassium tert-butylate; bromine; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1002/anie.202009408

upstream raw materials:

dibenzosuberenon

N-[tricyclo[9.4.0.0^3,8]pentadeca-1⁽¹¹⁾,3,5,7,9,12,14-heptaen-2-ylidene]hydroxylamine

5,6,11,12-tetrahydrodibenz[b,f]azocin-6-one

5,6,11,12-tetrahydrodibenzoazocine

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