(1R,3R,4R,6S)-N,N'-bis[(S)-1-phenylethyl]-7-oxabicyclo[4.1.0]-heptane-3,4-diamine

Base Information

• Chemical Name: (1R,3R,4R,6S)-N,N'-bis[(S)-1-phenylethyl]-7-oxabicyclo[4.1.0]-heptane-3,4-diamine
• CAS No.: 1606142-88-4
• Molecular Formula: C₂₂H₂₈N₂O
• Molecular Weight: 336.477

Synonyms:(1R,3R,4R,6S)-N,N'-bis[(S)-1-phenylethyl]-7-oxabicyclo[4.1.0]-heptane-3,4-diamine

Chemical Property of (1R,3R,4R,6S)-N,N'-bis[(S)-1-phenylethyl]-7-oxabicyclo[4.1.0]-heptane-3,4-diamine

Chemical Property:

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Technology Process of (1R,3R,4R,6S)-N,N'-bis[(S)-1-phenylethyl]-7-oxabicyclo[4.1.0]-heptane-3,4-diamine

There total 6 articles about (1R,3R,4R,6S)-N,N'-bis[(S)-1-phenylethyl]-7-oxabicyclo[4.1.0]-heptane-3,4-diamine 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: 87.0%

(1R,2R,1'S,1''S)-N,N'-di(α-phenylethyl)-4-cyclohexene-1,2-diamine → (1R,3R,4R,6S)-N,N'-bis[(S)-1-phenylethyl]-7-oxabicyclo[4.1.0]-heptane-3,4-diamine (1606142-88-4)

Guidance literature:

(1R,2R,1'S,1''S)-N,N'-di(α-phenylethyl)-4-cyclohexene-1,2-diamine; With toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 4h;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; regioselective reaction;

DOI:10.1002/ejoc.201301700

Reference yield: 40.0%

methanesulfonic acid (75-75-2,98527-29-8) + (1R,2R,1'S,1''S)-N,N'-di(α-phenylethyl)-4-cyclohexene-1,2-diamine → (1R,2S,4R,5R)-7-[(S)-1-phenylethyl]-5-[(S)-1-phenylethylamino]-7-azabicyclo[2.2.1]heptan-2-ol + (1R,3R,4R,6S)-N,N'-bis[(S)-1-phenylethyl]-7-oxabicyclo[4.1.0]-heptane-3,4-diamine (1606142-88-4) + (1R,2R,4R,5R)-2-hydroxy-4,5-bis[(S)-1-phenylethylamino]cyclohexyl methanesulfonate (1606142-92-0)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1002/ejoc.201301700

Reference yield: 27.0%

toluene-4-sulfonic acid (104-15-4) + (1R,2R,1'S,1''S)-N,N'-di(α-phenylethyl)-4-cyclohexene-1,2-diamine → (1R,2S,4R,5R)-7-[(S)-1-phenylethyl]-5-[(S)-1-phenylethylamino]-7-azabicyclo[2.2.1]heptan-2-ol + C29H36N2O4S (1606142-91-9) + (1R,3R,4R,6S)-N,N'-bis[(S)-1-phenylethyl]-7-oxabicyclo[4.1.0]-heptane-3,4-diamine (1606142-88-4) + (1S,2S,4R,5R)-4,5-bis(((S)-1-phenylethyl)amino)cyclohexane-1,2-diol (1606142-89-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1002/ejoc.201301700

upstream raw materials:

toluene-4-sulfonic acid

methanesulfonic acid

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