BOC-7-AMINO-HEPTANOIC ACID

Base Information

• Chemical Name: BOC-7-AMINO-HEPTANOIC ACID
• CAS No.: 60142-89-4
• Molecular Formula: C12H23NO4
• Molecular Weight: 245.319
• Hs Code.: 2924199090
• Mol file: 60142-89-4.mol

Synonyms:7-(tert-Butoxycarbonylamino)heptanoicacid;BOC-7-Aminoheptanoic acid;N-tert-Butoxycarbonyl-7-aminoheptanoic acid;7-[(tert-butoxycarbonyl)amino]heptanoic acid;7-(Boc-amino)enanthic acid;7-Aminoheptanoic acid, N-t-butoxycarbonyl-;BOC-7-AMINO-HEPTANOIC ACID;N-Boc-7-aminoheptanoic acid;Boc-7-Ahp-OH;7-Aminoheptanoic acid, N-BOC protected;

Chemical Property of BOC-7-AMINO-HEPTANOIC ACID

Chemical Property:

• Vapor Pressure: 2.82E-07mmHg at 25°C
• Melting Point: 56-60 °C
• Refractive Index: 1.464
• Boiling Point: 393.1 °C at 760 mmHg
• PKA: 4.77±0.10(Predicted)
• Flash Point: 191.6 °C
• PSA: 75.63000
• Density: 1.05g/cm3
• LogP: 2.93710
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol

Purity/Quality:

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

Boc-7-aminoheptanoic acid 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Description: Boc-7-Aminoheptanoic acid can be used as a PROTAC linker in the synthesis of PROTACs and other conjugation applicaitons. Boc-7-Aminoheptanoic acid 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-7-AMINO-HEPTANOIC ACID

There total 12 articles about BOC-7-AMINO-HEPTANOIC 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: 94.0%

di-tert-butyl dicarbonate (24424-99-5) + 7-aminoheptanoic acid (929-17-9) → 7-[(tert-butoxycarbonyl)amino]heptanoic acid (60142-89-4)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 0 - 20 ℃;

DOI:10.1021/ml300476v

Reference yield: 88.0%

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile (58632-95-4) + 7-aminoheptanoic acid (929-17-9) → 7-[(tert-butoxycarbonyl)amino]heptanoic acid (60142-89-4)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; for 3h;

DOI:10.15227/orgsyn.063.0171

Reference yield: 87.0%

1-(tert-butoxycarbonyl)-1-azacyclooctan-2-one (116437-30-0) → 7-[(tert-butoxycarbonyl)amino]heptanoic acid (60142-89-4)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1002/anie.202114932

upstream raw materials:

7-aminoheptanoic acid

di-tert-butyl dicarbonate

tert-butyl phenyl carbonate

1-(tert-butoxycarbonyl)-1-azacyclooctan-2-one

Downstream raw materials:

(7-hydroxyheptyl)carbamic acid tert-butyl ester

7-amino>heptyl bromide

(S)-2-Benzyloxycarbonylamino-3-[4-(7-tert-butoxycarbonylamino-heptyloxy)-phenyl]-propionic acid

[deamino-Cys⁽¹⁾,Leu⁽⁴⁾,Lys(7-aminoheptanoyl)⁽⁸⁾]vasopressin

Refernces

• 1、 Costas, Miquel,Olivo, Giorgio,Vicens, Laia. "Remote Amino Acid Recognition Enables Effective Hydrogen Peroxide Activation at a Manganese Oxidation Catalyst". supporting information. . Retrieved 2021/12/27.
• 2、 -. "SMALL MOLECULE INHIBITORS OF AUTOPHAGY AND HISTONE DEACTYLASES AND USES THEREOF". Page/Page column 44-45. . Retrieved 2021/05/07.