(3S,12S)-N¹,N¹⁴-Bis(trifluoromethanesulfyl)-N⁵,N¹⁰-dibenzyl-N¹,N¹⁴-diethyl-3,12-dihydroxyhomospermine

Base Information

• Chemical Name: (3S,12S)-N¹,N¹⁴-Bis(trifluoromethanesulfyl)-N⁵,N¹⁰-dibenzyl-N¹,N¹⁴-diethyl-3,12-dihydroxyhomospermine
• CAS No.: 361484-36-8
• Molecular Formula: C₃₂H₄₈F₆N₄O₆S₂
• Molecular Weight: 762.879

Synonyms:(3S,12S)-N¹,N¹⁴-Bis(trifluoromethanesulfyl)-N⁵,N¹⁰-dibenzyl-N¹,N¹⁴-diethyl-3,12-dihydroxyhomospermine

Chemical Property of (3S,12S)-N¹,N¹⁴-Bis(trifluoromethanesulfyl)-N⁵,N¹⁰-dibenzyl-N¹,N¹⁴-diethyl-3,12-dihydroxyhomospermine

Chemical Property:

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Technology Process of (3S,12S)-N¹,N¹⁴-Bis(trifluoromethanesulfyl)-N⁵,N¹⁰-dibenzyl-N¹,N¹⁴-diethyl-3,12-dihydroxyhomospermine

There total 1 articles about (3S,12S)-N¹,N¹⁴-Bis(trifluoromethanesulfyl)-N⁵,N¹⁰-dibenzyl-N¹,N¹⁴-diethyl-3,12-dihydroxyhomospermine 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%

N,N'-dibenzylbutane-1,4-diamine (31719-05-8) + N-[(3S)-3,4-Epoxybutyl]-N-ethyltrifluoromethanesulfonamide (361484-35-7) → (3S,12S)-N1,N14-Bis(trifluoromethanesulfyl)-N5,N10-dibenzyl-N1,N14-diethyl-3,12-dihydroxyhomospermine (361484-36-8)

Guidance literature:

In ethanol; for 44h; Heating;

DOI:10.1055/s-2001-14570

Reference yield: 62.0%

(3S,12S)-N1,N14-Bis(trifluoromethanesulfyl)-N5,N10-dibenzyl-N1,N14-diethyl-3,12-dihydroxyhomospermine (361484-36-8) → (3S,12S)-N5,N10-Dibenzyl-N1,N14-diethyl-3,12-dihydroxyhomospermine (361484-37-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 67.2h; Heating;

DOI:10.1055/s-2001-14570

Reference yield:

(3S,12S)-N1,N14-Bis(trifluoromethanesulfyl)-N5,N10-dibenzyl-N1,N14-diethyl-3,12-dihydroxyhomospermine (361484-36-8) → (3S,12S)-N1,N14-Diethyl-3,12-dihydroxy-N1,N5,N14,N14-tetrakis(benzyloxycarbonyl)homospermine (259657-08-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 62 percent / LiAlH₄ / tetrahydrofuran / 67.2 h / Heating

2: 88 percent / aq. HCl; H₂ / 10 percent Pd/C / ethanol / 5 h / 760 Torr

3: 83 percent / aq. KHCO₃ / diethyl ether / 5 h / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; hydrogen; potassium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol;

DOI:10.1055/s-2001-14570

upstream raw materials:

N,N'-dibenzylbutane-1,4-diamine

N-[(3S)-3,4-Epoxybutyl]-N-ethyltrifluoromethanesulfonamide

Downstream raw materials:

(3S,12S)-N⁵,N¹⁰-Dibenzyl-N¹,N¹⁴-diethyl-3,12-dihydroxyhomospermine

(3S,12S)-N¹,N¹⁴-Diethyl-3,12-dihydroxy-N¹,N⁵,N¹⁴,N¹⁴-tetrakis(benzyloxycarbonyl)homospermine

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