(1R,4R)-bis[(R)-N-(2-hydroxy-1-phenylethyl)-N-(2,4,6-trimethoxybenzyl)]-1,4-diphenylbutane-1,4-diamine

Base Information

• Chemical Name: (1R,4R)-bis[(R)-N-(2-hydroxy-1-phenylethyl)-N-(2,4,6-trimethoxybenzyl)]-1,4-diphenylbutane-1,4-diamine
• CAS No.: 301833-50-1
• Molecular Formula: C₅₂H₆₀N₂O₈
• Molecular Weight: 841.057

Synonyms:(1R,4R)-bis[(R)-N-(2-hydroxy-1-phenylethyl)-N-(2,4,6-trimethoxybenzyl)]-1,4-diphenylbutane-1,4-diamine

Chemical Property of (1R,4R)-bis[(R)-N-(2-hydroxy-1-phenylethyl)-N-(2,4,6-trimethoxybenzyl)]-1,4-diphenylbutane-1,4-diamine

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Technology Process of (1R,4R)-bis[(R)-N-(2-hydroxy-1-phenylethyl)-N-(2,4,6-trimethoxybenzyl)]-1,4-diphenylbutane-1,4-diamine

There total 2 articles about (1R,4R)-bis[(R)-N-(2-hydroxy-1-phenylethyl)-N-(2,4,6-trimethoxybenzyl)]-1,4-diphenylbutane-1,4-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:

(R)-N-2,4,6-trimethoxybenzylphenylglycinol (204845-22-7) → (1R,4R)-bis[(R)-N-(2-hydroxy-1-phenylethyl)-N-(2,4,6-trimethoxybenzyl)]-1,4-diphenylbutane-1,4-diamine (301833-50-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: O₃ / methanol / 0.67 h / -78 °C

1.2: 89 percent / Me₂S / methanol / 20 °C

2.1: tetrahydrofuran / 20 °C

With ozone; In tetrahydrofuran; methanol; 1.1: ozonolysis / 1.2: Condensation / 2.1: Addition;

DOI:10.1016/S0957-4166(00)00268-8

Reference yield:

phenylmagnesium bromide + 1,4-bis[(4R)-4-phenyl-3-(2,4,6-trimethoxybenzyl)-1,3-oxazolidin-2-yl]butane (301833-42-1) → bis[(R)-N-(2-hydroxy-1-phenylethyl)-N-(2,4,6-trimethoxybenzyl)]-1,4-diphenylbutane-1,4-diamine + (1R,4R)-bis[(R)-N-(2-hydroxy-1-phenylethyl)-N-(2,4,6-trimethoxybenzyl)]-1,4-diphenylbutane-1,4-diamine (301833-50-1)

Guidance literature:

In tetrahydrofuran; at 20 ℃;

DOI:10.1016/S0957-4166(00)00268-8

Reference yield: 96.0%

(1R,4R)-bis[(R)-N-(2-hydroxy-1-phenylethyl)-N-(2,4,6-trimethoxybenzyl)]-1,4-diphenylbutane-1,4-diamine (301833-50-1) → (1R,4R)-bis[(R)-N-2-hydroxy-1-phenylethyl]-1,4-diphenylbutane-1,4-diamine (301833-57-8)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 24h;

DOI:10.1016/S0957-4166(00)00268-8

upstream raw materials:

1,4-bis[(4R)-4-phenyl-3-(2,4,6-trimethoxybenzyl)-1,3-oxazolidin-2-yl]butane

(R)-N-2,4,6-trimethoxybenzylphenylglycinol

Downstream raw materials:

(1R,4R)-bis[(R)-N-2-hydroxy-1-phenylethyl]-1,4-diphenylbutane-1,4-diamine

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