Boc-12-Ado-OH

Base Information

• Chemical Name: Boc-12-Ado-OH
• CAS No.: 18934-81-1
• Molecular Formula: C17H33 N O4
• Molecular Weight: 315.453
• Hs Code.: 2924199090
• European Community (EC) Number: 869-803-9
• DSSTox Substance ID: DTXSID80403191
• Nikkaji Number: J2.720.805C
• Wikidata: Q82206804
• Mol file: 18934-81-1.mol

Synonyms:Boc-12-Ado-OH;18934-81-1;Boc-12-aminododecanoic acid;12-[(2-methylpropan-2-yl)oxycarbonylamino]dodecanoic Acid;12-((tert-Butoxycarbonyl)amino)dodecanoic acid;12-(Boc-amino)dodecanoic acid;n-boc-12-aminododecanoic acid;12-(tert-Butoxycarbonylamino)dodecanoic acid;12-{[(tert-butoxy)carbonyl]amino}dodecanoic acid;Boc-Adod(12)-OH;n-boc-12-aminolauric acid;BocNH-(CH2)11-CO2H;Boc-NH-(CH2)11-COOH;SCHEMBL1931146;DTXSID80403191;NNPOZNVKUHYVEJ-UHFFFAOYSA-N;Dodecanoic acid, 12-[[(1,1-dimethylethoxy)carbonyl]amino]-;MFCD00235887;AKOS015909325;12-tert-butoxycarbonylaminododecanoic acid;AS-70720;BP-28239;Boc-12-Ado-OH, >=98.0% (TLC);CS-0154365;D94605;EN300-1589324;3-AMINO-3-(1H-IMIDAZOL-2-YL)-PROPIONICACID;N-T-BUTYLOXYCARBONYL-12-AMINO-DODECANOIC ACID;Dodecanoic acid,12-[[(1,1-dimethylethoxy)carbonyl]amino]-

Chemical Property of Boc-12-Ado-OH

Chemical Property:

• Melting Point: 83.5-84.5 °C
• Boiling Point: 454.5±18.0 °C(Predicted)
• PKA: 4.78±0.10(Predicted)
• PSA: 75.63000
• Density: 0.997±0.06 g/cm3(Predicted)
• LogP: 4.88760
• Storage Temp.: Store at 0°C
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 14
• Exact Mass: 315.24095853
• Heavy Atom Count: 22
• Complexity: 310

Purity/Quality:

98%,99%, ^*data from raw suppliers

Boc-12-aminododecanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCCCCCCCCCCC(=O)O
• Description: Boc-12-Ado-OH can be used as a PROTAC linker in the synthesis of PROTACs. Boc-12-Ado-OH is an alkane chain with terminal carboxlic acid and Boc-protected amino groups. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. The Boc group can be deprotected under mild acidic conditions to form the free amine.

Technology Process of Boc-12-Ado-OH

There total 5 articles about Boc-12-Ado-OH 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%

12-(N-tert-butoxycarbonyl)aminododecanoic acid methyl ester (1031684-74-8) → N-(tert-butyloxycarbonyl)-12-aminododecanoic acid (18934-81-1)

Guidance literature:

With lithium hydroxide; water; In tetrahydrofuran; for 48h; Reflux;

DOI:10.1002/chem.200701634

Reference yield: 99.0%

di-tert-butyl dicarbonate (24424-99-5) + 12-Aminododecanoic acid (693-57-2) → N-(tert-butyloxycarbonyl)-12-aminododecanoic acid (18934-81-1)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1021/ja0523035

Reference yield:

12-aminododecanoic acid methyl ester hydrochloride → N-(tert-butyloxycarbonyl)-12-aminododecanoic acid (18934-81-1)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; triethylamine / dichloromethane / 20 °C / Inert atmosphere

2: methanol; sodium hydroxide / 50 °C / Inert atmosphere

With methanol; dmap; triethylamine; sodium hydroxide; In dichloromethane;

upstream raw materials:

di-tert-butyl dicarbonate

12-Aminododecanoic acid

12-(N-tert-butoxycarbonyl)aminododecanoic acid methyl ester

Downstream raw materials:

2-azacyclotridecanone

N-(tent-butoxycarbonyl)-12-hydroxydodecylamine

12-(tert-butoxycarbonyl)amino-N-(1,3-diphenyl-1H-pyrazol-4-yl)dodecanamide

5-(12-(tert-butoxycarbonylamino)dodecanamido)isophthalicacid