N-<(R)-1'-phenyl-2'-hydroxyethyl>-(1R,αS)-<α-(2)H>methylenecyclopropaneacetamide

Base Information

Chemical Name:N-<(R)-1'-phenyl-2'-hydroxyethyl>-(1R,αS)-<α-(2)H>methylenecyclopropaneacetamide
CAS No.:136061-24-0
Molecular Formula:C₁₄H₁₇NO₂
Molecular Weight:232.287
Hs Code.:

Synonyms:N-<(R)-1'-phenyl-2'-hydroxyethyl>-(1R,αS)-<α-(2)H>methylenecyclopropaneacetamide

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Chemical Property of N-<(R)-1'-phenyl-2'-hydroxyethyl>-(1R,αS)-<α-(2)H>methylenecyclopropaneacetamide

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Technology Process of N-<(R)-1'-phenyl-2'-hydroxyethyl>-(1R,αS)-<α-(2)H>methylenecyclopropaneacetamide

There total 14 articles about N-<(R)-1'-phenyl-2'-hydroxyethyl>-(1R,αS)-<α-(2)H>methylenecyclopropaneacetamide 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:

: 89892-99-9
2-bromo-2-methyl-cyclopropanecarboxylic acid ethyl ester

: 136061-24-0
N-<(R)-1'-phenyl-2'-hydroxyethyl>-(1R,αR)-<α-(2)H>methylenecyclopropaneacetamide

Guidance literature:: Multi-step reaction with 7 steps

1: K₂CO₃, H₂O / methanol / 48 h / Ambient temperature

2: Et₃N / tetrahydrofuran / 1 h / Ambient temperature

3: tetrahydrofuran / 3 h

4: 88 percent / 4 N H₂SO₄ / tetrahydrofuran / 4 h / Heating

5: 86 percent / LiAlD₄ / diethyl ether

6: pyridinium chlorochromate, Na₂CO₃, 3 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 0 - 20 °C

With lithium aluminium deuteride; 3 A molecular sieve; sulfuric acid; water; sodium carbonate; potassium carbonate; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1021/ja00019a040

Reference yield:

: 89892-99-9
2-bromo-2-methyl-cyclopropanecarboxylic acid ethyl ester

: 136061-24-0
N-<(R)-1'-phenyl-2'-hydroxyethyl>-(1R,αS)-<α-(2)H>methylenecyclopropaneacetamide

Guidance literature:: Multi-step reaction with 7 steps

1: K₂CO₃, H₂O / methanol / 48 h / Ambient temperature

2: Et₃N / tetrahydrofuran / 1 h / Ambient temperature

3: tetrahydrofuran / 3 h

4: 88 percent / 4 N H₂SO₄ / tetrahydrofuran / 4 h / Heating

5: 86 percent / LiAlD₄ / diethyl ether

6: pyridinium chlorochromate, Na₂CO₃, 3 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 0 - 20 °C

With lithium aluminium deuteride; 3 A molecular sieve; sulfuric acid; water; sodium carbonate; potassium carbonate; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1021/ja00019a040

Reference yield:

: 136061-05-7
(1R,2S)-<α,α-(2)H2>-2-bromo-2-methylcyclopropanemethanol

: 136061-24-0
N-<(R)-1'-phenyl-2'-hydroxyethyl>-(1R,αS)-<α-(2)H>methylenecyclopropaneacetamide

Guidance literature:: Multi-step reaction with 2 steps

1: pyridinium chlorochromate, Na₂CO₃, 3 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 0 - 20 °C

With 3 A molecular sieve; sodium carbonate; pyridinium chlorochromate; In dichloromethane;
DOI:10.1021/ja00019a040