(1R,3S)-N-benzyl-3-(hydroxymethyl)-2,2-dimethylcyclopropanecarboxamide

Base Information

• Chemical Name: (1R,3S)-N-benzyl-3-(hydroxymethyl)-2,2-dimethylcyclopropanecarboxamide
• CAS No.: 1199898-05-9
• Molecular Formula: C₁₄H₁₉NO₂
• Molecular Weight: 233.31
• Mol file: 1199898-05-9.mol

Synonyms:(1R,3S)-N-benzyl-3-(hydroxymethyl)-2,2-dimethylcyclopropanecarboxamide

Chemical Property of (1R,3S)-N-benzyl-3-(hydroxymethyl)-2,2-dimethylcyclopropanecarboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (1R,3S)-N-benzyl-3-(hydroxymethyl)-2,2-dimethylcyclopropanecarboxamide

There total 2 articles about (1R,3S)-N-benzyl-3-(hydroxymethyl)-2,2-dimethylcyclopropanecarboxamide 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: 98.0%

(1R,5S)-3-benzyl-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2,4-dione → (1R,3S)-N-benzyl-3-(hydroxymethyl)-2,2-dimethylcyclopropanecarboxamide (1199898-05-9)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; hydrogen; lithium tert-butoxide; In isopropyl alcohol; at 40 ℃; for 12h; under 30003 Torr; Autoclave; Sealed tube;

Reference yield: 87.0%

(1R,5S)-6,6-dimethyl-3-oxabicyclo[3.1.0]hexan-2-one (71565-25-8) + benzylamine (100-46-9) → (1R,3S)-N-benzyl-3-(hydroxymethyl)-2,2-dimethylcyclopropanecarboxamide (1199898-05-9)

Guidance literature:

benzylamine; With diisobutylaluminium hydride; In tetrahydrofuran; at -15 - 30 ℃; Inert atmosphere;

(1R,5S)-6,6-dimethyl-3-oxabicyclo[3.1.0]hexan-2-one; In tetrahydrofuran; at -5 - 20 ℃; for 20.1667h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; Inert atmosphere;

DOI:10.1016/j.tetasy.2009.07.050

upstream raw materials:

(1R,5S)-6,6-dimethyl-3-oxabicyclo[3.1.0]hexan-2-one

benzylamine