(4R,5R)-1-(4-methoxybenzyl)-5-[(1R,2S,3S)-4-(4-methoxybenzyloxy)-2,3-bis(benzyloxy)-1-hydroxybutyl]-4-hydroxypyrrolidin-2-one

Base Information

• Chemical Name: (4R,5R)-1-(4-methoxybenzyl)-5-[(1R,2S,3S)-4-(4-methoxybenzyloxy)-2,3-bis(benzyloxy)-1-hydroxybutyl]-4-hydroxypyrrolidin-2-one
• CAS No.: 1004999-39-6
• Molecular Formula: C₃₈H₄₃NO₈
• Molecular Weight: 641.761

Synonyms:(4R,5R)-1-(4-methoxybenzyl)-5-[(1R,2S,3S)-4-(4-methoxybenzyloxy)-2,3-bis(benzyloxy)-1-hydroxybutyl]-4-hydroxypyrrolidin-2-one

Chemical Property of (4R,5R)-1-(4-methoxybenzyl)-5-[(1R,2S,3S)-4-(4-methoxybenzyloxy)-2,3-bis(benzyloxy)-1-hydroxybutyl]-4-hydroxypyrrolidin-2-one

Chemical Property:

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Technology Process of (4R,5R)-1-(4-methoxybenzyl)-5-[(1R,2S,3S)-4-(4-methoxybenzyloxy)-2,3-bis(benzyloxy)-1-hydroxybutyl]-4-hydroxypyrrolidin-2-one

There total 2 articles about (4R,5R)-1-(4-methoxybenzyl)-5-[(1R,2S,3S)-4-(4-methoxybenzyloxy)-2,3-bis(benzyloxy)-1-hydroxybutyl]-4-hydroxypyrrolidin-2-one 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: 61.0%

(S)-1-(4-methoxybenzyl)-5-[(1R,2S,3S)-4-(4-methoxybenzyloxy)-2,3-bis(benzyloxy)-1-hydroxybutyl]pyrrolidine-2,4-dione (1004999-38-5) → (4R,5R)-1-(4-methoxybenzyl)-5-[(1R,2S,3S)-4-(4-methoxybenzyloxy)-2,3-bis(benzyloxy)-1-hydroxybutyl]-4-hydroxypyrrolidin-2-one (1004999-39-6) + (4S,5R)-1-(4-methoxybenzyl)-5-[(1R,2S,3S)-4-(4-methoxybenzyloxy)-2,3-bis(benzyloxy)-1-hydroxybutyl]-4-hydroxypyrrolidin-2-one (1235303-56-6)

Guidance literature:

With methanol; sodium tetrahydroborate; at -30 ℃; for 0.666667h; optical yield given as %de; diastereoselective reaction;

DOI:10.1002/chem.200903490

Reference yield:

(S)-1-(4-methoxybenzyl)-5-[(1R,2S,3S)-4-(4-methoxybenzyloxy)-2,3-bis(benzyloxy)-1-hydroxybutyl]pyrrolidine-2,4-dione (1004999-38-5) → (4R,5R)-1-(4-methoxybenzyl)-5-[(1R,2S,3S)-4-(4-methoxybenzyloxy)-2,3-bis(benzyloxy)-1-hydroxybutyl]-4-hydroxypyrrolidin-2-one (1004999-39-6)

Guidance literature:

With sodium tetrahydroborate; acetic acid; In dichloromethane; at -10 - 5 ℃; for 9h;

DOI:10.1016/j.tetlet.2007.11.033

Reference yield: 72.0%

(4R,5R)-1-(4-methoxybenzyl)-5-[(1R,2S,3S)-4-(4-methoxybenzyloxy)-2,3-bis(benzyloxy)-1-hydroxybutyl]-4-hydroxypyrrolidin-2-one (1004999-39-6) + benzyl bromide (100-39-0) → (4R,5R)-1-(4-methoxybenzyl)-5-[(1R,2S,3S)-4-(4-methoxybenzyloxy)-1,2,3-tris(benzyloxy)butyl]-4-(benzyloxy)pyrrolidin-2-one (1004999-40-9)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2007.11.033

upstream raw materials:

(S)-1-(4-methoxybenzyl)-5-[(1R,2S,3S)-4-(4-methoxybenzyloxy)-2,3-bis(benzyloxy)-1-hydroxybutyl]pyrrolidine-2,4-dione

Downstream raw materials:

(4R,5R)-1-(4-methoxybenzyl)-5-[(1R,2S,3S)-4-(4-methoxybenzyloxy)-1,2,3-tris(benzyloxy)butyl]-4-(benzyloxy)pyrrolidin-2-one

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