[(1S,2S)-2-pentylcyclopropyl]boronic acid

Base Information

• Chemical Name: [(1S,2S)-2-pentylcyclopropyl]boronic acid
• CAS No.: 251956-44-2
• Molecular Formula: C₈H₁₇BO₂
• Molecular Weight: 156.033
• DSSTox Substance ID: DTXSID50440639
• Nikkaji Number: J1.136.619H
• Wikidata: Q82256997
• Mol file: 251956-44-2.mol

Synonyms:D-1638;251956-44-2;DTXSID50440639;[(1alpha)-2beta-Pentylcyclopropyl]boronic acid

Chemical Property of [(1S,2S)-2-pentylcyclopropyl]boronic acid

Chemical Property:

• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 156.1321599
• Heavy Atom Count: 11
• Complexity: 117

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: B(C1CC1CCCCC)(O)O
• Isomeric SMILES: B([C@H]1C[C@@H]1CCCCC)(O)O

Technology Process of [(1S,2S)-2-pentylcyclopropyl]boronic acid

There total 1 articles about [(1S,2S)-2-pentylcyclopropyl]boronic 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:

(4R,5R)-4,5-Bis-(methoxy-diphenyl-methyl)-2-((1S,2S)-2-pentyl-cyclopropyl)-[1,3,2]dioxaborolane (199185-13-2) → (2R,3R)-1,4-dimethoxy-1,1,4,4-tetraphenyl-2,3-butandiol (130874-89-4) + (1S,2S)-2-pentylcyclopropylboronic acid (251956-44-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1021/jo9910278

Reference yield: 74.0%

bromobenzene (108-86-1,52753-63-6) + (1S,2S)-2-pentylcyclopropylboronic acid (251956-44-2) → (1S,2S)-1-phenyl-2-pentylcyclopropane

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium tert-butylate; In 1,2-dimethoxyethane; tert-butyl alcohol; at 80 ℃; for 36h;

DOI:10.1021/jo9910278

Reference yield: 71.0%

iodobenzene (591-50-4) + (1S,2S)-2-pentylcyclopropylboronic acid (251956-44-2) → (1S,2S)-1-phenyl-2-pentylcyclopropane

Guidance literature:

With potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 100 ℃; for 36h;

DOI:10.1021/jo9910278

upstream raw materials:

(4R,5R)-4,5-Bis-(methoxy-diphenyl-methyl)-2-((1S,2S)-2-pentyl-cyclopropyl)-[1,3,2]dioxaborolane