(1R)-1-cyclopropylethanol

Base Information

• Chemical Name: (1R)-1-cyclopropylethanol
• CAS No.: 6516-09-2
• Molecular Formula: C5H10O
• Molecular Weight: 86.1338
• Hs Code.: 2906199090
• European Community (EC) Number: 815-358-0
• DSSTox Substance ID: DTXSID90426452
• Nikkaji Number: J456.526F
• Wikidata: Q82239366
• Mol file: 6516-09-2.mol

Synonyms:(1R)-1-cyclopropylethanol;6516-09-2;(R)-1-CYCLOPROPYLETHANOL;(R)-1-Cyclopropylethan-1-ol;(1R)-1-cyclopropylethan-1-ol;DTXSID90426452;DKKVKJZXOBFLRY-SCSAIBSYSA-N;MFCD08702990;AKOS006237163;CS-0123843;EN300-72587;C77523

Chemical Property of (1R)-1-cyclopropylethanol

Chemical Property:

• PSA: 20.23000
• LogP: 0.77720
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 86.073164938
• Heavy Atom Count: 6
• Complexity: 47.9

Purity/Quality:

99%, ^*data from raw suppliers

(R)-1-Cyclopropylethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1CC1)O
• Isomeric SMILES: C[C@H](C1CC1)O
• Uses: (R)-1-Cyclopropylethanol is used as a reagent in the synthesis of spiro-linked macrocyclic peptides as hepatitus C virus (HCV) NS3 protease inhibitors useful in the treatment of hepatitis C infection.

Technology Process of (1R)-1-cyclopropylethanol

There total 6 articles about (1R)-1-cyclopropylethanol 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: 99.0%

Cyclopropyl methyl ketone (765-43-5) → (R)-1-cyclopropylethanol (6516-09-2) + (S)-1-methyl-1-cyclopropylmethanol (55637-37-1)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; (S_C,S_C,R_FC)-1-(diphenylphosphino)-2-[1-N-((4S)-4-tert-butyl-2-oxazolinyl-2-ylmethyl)ethyl]ferrocene; hydrogen; potassium carbonate; In isopropyl alcohol; at 25 ℃; for 2h; under 15201 Torr; enantioselective reaction; Glovebox; Autoclave;

DOI:10.1021/acs.orglett.6b01290

Reference yield: 46.0%

Cyclopropyl methyl ketone (765-43-5) → (R)-1-cyclopropylethanol (6516-09-2)

Guidance literature:

With isopropyl alcohol; NADPH; Lactobacillus kefir dehydrogenase, 50 mM phosphate 2 mM magnesium chloride buffer, pH 7.1;

DOI:10.1021/jo00031a037

Reference yield:

1-cyclopropylethanol (765-42-4) → Cyclopropyl methyl ketone (765-43-5) + (R)-1-cyclopropylethanol (6516-09-2) + (S)-1-methyl-1-cyclopropylmethanol (55637-37-1)

Guidance literature:

With 3 A molecular sieve; oxygen; (-)-sparteine; Pd((-)-sparteine)2Cl₂; In tert-butyl alcohol; at 65 ℃; for 20h; Title compound not separated from byproducts;

DOI:10.1021/jo0269161

upstream raw materials:

Cyclopropyl methyl ketone

1-cyclopropylethanol

Downstream raw materials:

8-benzyl-3-[(1R)-1-cyclopropylethoxy]-6,7,8,9-tetrahydropyrazino[2,3-f][1,4]oxazepine

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