(2R,10R)-N¹,N¹¹-bis(trifluoromethanesulfonyl)-N¹-cyclopropylmethyl-N⁴,N⁸-dibenzyl-2,10-dihydroxy-N¹¹-ethylnorspermine

Base Information

• Chemical Name: (2R,10R)-N¹,N¹¹-bis(trifluoromethanesulfonyl)-N¹-cyclopropylmethyl-N⁴,N⁸-dibenzyl-2,10-dihydroxy-N¹¹-ethylnorspermine
• CAS No.: 357383-48-3
• Molecular Formula: C₃₁H₄₄F₆N₄O₆S₂
• Molecular Weight: 746.836

Synonyms:(2R,10R)-N¹,N¹¹-bis(trifluoromethanesulfonyl)-N¹-cyclopropylmethyl-N⁴,N⁸-dibenzyl-2,10-dihydroxy-N¹¹-ethylnorspermine

Chemical Property of (2R,10R)-N¹,N¹¹-bis(trifluoromethanesulfonyl)-N¹-cyclopropylmethyl-N⁴,N⁸-dibenzyl-2,10-dihydroxy-N¹¹-ethylnorspermine

Chemical Property:

Purity/Quality:

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Technology Process of (2R,10R)-N¹,N¹¹-bis(trifluoromethanesulfonyl)-N¹-cyclopropylmethyl-N⁴,N⁸-dibenzyl-2,10-dihydroxy-N¹¹-ethylnorspermine

There total 7 articles about (2R,10R)-N¹,N¹¹-bis(trifluoromethanesulfonyl)-N¹-cyclopropylmethyl-N⁴,N⁸-dibenzyl-2,10-dihydroxy-N¹¹-ethylnorspermine 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: 94.0%

N-cyclopropylmethyl-N-[(2S)-2,3-epoxypropyl]trifluoromethanesulfonamide (357383-46-1) + (2R)-N4,N7-dibenzyl-N1-ethyl-2-hydroxy-N1-trifluoromethanesulfonylnorspermidine (357383-47-2) → (2R,10R)-N1,N11-bis(trifluoromethanesulfonyl)-N1-cyclopropylmethyl-N4,N8-dibenzyl-2,10-dihydroxy-N11-ethylnorspermine (357383-48-3)

Guidance literature:

In ethanol; for 72h; Heating;

DOI:10.1021/jm000532q

Reference yield:

N-(cyclopropylmethyl)-1,1,1-trifluoromethanesulfonamide (357383-42-7) → (2R,10R)-N1,N11-bis(trifluoromethanesulfonyl)-N1-cyclopropylmethyl-N4,N8-dibenzyl-2,10-dihydroxy-N11-ethylnorspermine (357383-48-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 96 percent / PPh₃; diisopropyl azodicarboxylate / tetrahydrofuran / 20 °C

2: 98 percent / 1 N aq. HCl / acetone / 2 h / Heating

3: 88 percent / pyridine / CH₂Cl₂ / 20 °C

4: 74 percent / K₂CO₃ / methanol / 4 h / 20 °C

5: 94 percent / ethanol / 72 h / Heating

With pyridine; hydrogenchloride; di-isopropyl azodicarboxylate; potassium carbonate; triphenylphosphine; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetone;

DOI:10.1021/jm000532q

Reference yield:

N-cyclopropylmethyl-N-[(2S)-2,3-dihydroxypropyl]trifluoromethanesulfonamide (357383-44-9) → (2R,10R)-N1,N11-bis(trifluoromethanesulfonyl)-N1-cyclopropylmethyl-N4,N8-dibenzyl-2,10-dihydroxy-N11-ethylnorspermine (357383-48-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / pyridine / CH₂Cl₂ / 20 °C

2: 74 percent / K₂CO₃ / methanol / 4 h / 20 °C

3: 94 percent / ethanol / 72 h / Heating

With pyridine; potassium carbonate; In methanol; ethanol; dichloromethane;

DOI:10.1021/jm000532q

upstream raw materials:

N-cyclopropylmethyl-N-[(2S)-2,3-epoxypropyl]trifluoromethanesulfonamide

(2R)-N⁴,N⁷-dibenzyl-N¹-ethyl-2-hydroxy-N¹-trifluoromethanesulfonylnorspermidine

N,N'-dibenzyl-1,3-diaminopropane

N-[(2S)-2,3-epoxypropyl]-N-ethyltrifluoromethanesulfonamide

Downstream raw materials:

(2S,10S)-N¹-cyclopropylmethyl-N⁴,N⁸-dibenzyl-2,10-dihydroxy-N¹¹-ethylnorspermine

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