Cyclopropanecarboxylic acid, 1-amino-2-(2-hydroxyethyl)-, (1R,2R)-rel- (9CI)

Base Information

• Chemical Name: Cyclopropanecarboxylic acid, 1-amino-2-(2-hydroxyethyl)-, (1R,2R)-rel- (9CI)
• CAS No.: 329354-22-5
• Molecular Formula: C₆H₁₁NO₃
• Molecular Weight: 145.158
• Mol file: 329354-22-5.mol

Synonyms:Cyclopropanecarboxylic acid, 1-amino-2-(2-hydroxyethyl)-, (1R,2R)-rel- (9CI)

Chemical Property of Cyclopropanecarboxylic acid, 1-amino-2-(2-hydroxyethyl)-, (1R,2R)-rel- (9CI)

Chemical Property:

• PSA: 83.55000
• LogP: -0.12890

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopropanecarboxylic acid, 1-amino-2-(2-hydroxyethyl)-, (1R,2R)-rel- (9CI)

There total 7 articles about Cyclopropanecarboxylic acid, 1-amino-2-(2-hydroxyethyl)-, (1R,2R)-rel- (9CI) 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: 65.0%

(Z)-1-azido-2-[2-(tertbutyldimethylsiloxy)ethyl]cyclopropanecarboxylic acid → 2,3-Methanobishomoserine (153536-18-6,329354-22-5)

Guidance literature:

With 1.3-propanedithiol; triethylamine; In methanol; at 20 ℃;

DOI:10.1002/1099-0690(200207)2002:13<2160::AID-EJOC2160>3.0.CO;2-1

Reference yield:

but-3-enyl but-2-enoate (97056-84-3) → 2,3-Methanobishomoserine (153536-18-6,329354-22-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 73 percent / Ti(OiPr)4 / diethyl ether

2: 73 percent / imidazole / dimethylformamide / 36 h / 20 °C

3: 100 percent / triethylamine / diethyl ether

4: 83 percent / sodium azide; PPh₃; 15-crown-5 / Pd(dba)2

5: 64 percent / sodium periodate; ruthenium chloride / acetonitrile; CCl₄; H₂O / 20 °C

6: 85 percent / sodium chlorite; sodium dihydrophosphate monohydrate / 2-methyl-propan-2-ol; various solvent(s) / 0.5 h

7: 65 percent / 1,3-propanedithiol; triethylamine / methanol / 20 °C

With 1H-imidazole; 1.3-propanedithiol; titanium(IV) isopropylate; ruthenium trichloride; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; sodium azide; 15-crown-5; triethylamine; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In methanol; tetrachloromethane; diethyl ether; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;

DOI:10.1002/1099-0690(200207)2002:13<2160::AID-EJOC2160>3.0.CO;2-1

Reference yield:

(Z)-2-[2-hydroxyethyl]-1-(prop-1-enyl)cyclopropanol → 2,3-Methanobishomoserine (153536-18-6,329354-22-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 73 percent / imidazole / dimethylformamide / 36 h / 20 °C

2: 100 percent / triethylamine / diethyl ether

3: 83 percent / sodium azide; PPh₃; 15-crown-5 / Pd(dba)2

4: 64 percent / sodium periodate; ruthenium chloride / acetonitrile; CCl₄; H₂O / 20 °C

5: 85 percent / sodium chlorite; sodium dihydrophosphate monohydrate / 2-methyl-propan-2-ol; various solvent(s) / 0.5 h

6: 65 percent / 1,3-propanedithiol; triethylamine / methanol / 20 °C

With 1H-imidazole; 1.3-propanedithiol; ruthenium trichloride; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; sodium azide; 15-crown-5; triethylamine; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In methanol; tetrachloromethane; diethyl ether; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;

DOI:10.1002/1099-0690(200207)2002:13<2160::AID-EJOC2160>3.0.CO;2-1

upstream raw materials:

but-3-enyl but-2-enoate