(3R,5R,6S)-3-[(S)-4-((1S,2R)-2-Hydroxy-1,2-diphenyl-ethylamino)-4-methoxycarbonyl-butyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

Base Information

• Chemical Name: (3R,5R,6S)-3-[(S)-4-((1S,2R)-2-Hydroxy-1,2-diphenyl-ethylamino)-4-methoxycarbonyl-butyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester
• CAS No.: 160031-12-9
• Molecular Formula: C₄₄H₄₄N₂O₇
• Molecular Weight: 712.843

Synonyms:(3R,5R,6S)-3-[(S)-4-((1S,2R)-2-Hydroxy-1,2-diphenyl-ethylamino)-4-methoxycarbonyl-butyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

Chemical Property of (3R,5R,6S)-3-[(S)-4-((1S,2R)-2-Hydroxy-1,2-diphenyl-ethylamino)-4-methoxycarbonyl-butyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

Chemical Property:

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Technology Process of (3R,5R,6S)-3-[(S)-4-((1S,2R)-2-Hydroxy-1,2-diphenyl-ethylamino)-4-methoxycarbonyl-butyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

There total 2 articles about (3R,5R,6S)-3-[(S)-4-((1S,2R)-2-Hydroxy-1,2-diphenyl-ethylamino)-4-methoxycarbonyl-butyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester 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:

C48H48N2O8 (144607-16-9) → (3R,5R,6S)-3-[(S)-4-((1S,2R)-2-Hydroxy-1,2-diphenyl-ethylamino)-4-methoxycarbonyl-butyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester (160031-12-9)

Guidance literature:

Multi-step reaction with 2 steps

1: conc. HCl / dioxane / 72 h / Ambient temperature

2: tetrahydrofuran; CH₂Cl₂; diethyl ether / Ambient temperature

With hydrogenchloride; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane;

DOI:10.1021/jo00100a020

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + (3R,5R,6S)-3-[(S)-4-Carboxy-4-((1S,2R)-2-hydroxy-1,2-diphenyl-ethylamino)-butyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester; hydrochloride → (3R,5R,6S)-3-[(S)-4-((1S,2R)-2-Hydroxy-1,2-diphenyl-ethylamino)-4-methoxycarbonyl-butyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester (160031-12-9)

Guidance literature:

In tetrahydrofuran; diethyl ether; dichloromethane; Yield given; Ambient temperature;

DOI:10.1021/jo00100a020

Reference yield:

(3R,5R,6S)-3-[(S)-4-((1S,2R)-2-Hydroxy-1,2-diphenyl-ethylamino)-4-methoxycarbonyl-butyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester (160031-12-9) → (3R,5R,6S)-3-((S)-4-Methoxycarbonyl-4-{[1-phenyl-meth-(E)-ylidene]-amino}-butyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

Guidance literature:

With lead(IV) acetate; In methanol; dichloromethane; at 0 ℃; for 0.0833333h;

DOI:10.1021/jo00100a020

upstream raw materials:

diazomethane

C₄₈H₄₈N₂O₈

Downstream raw materials:

γ-D-Glutamyl-L-meso-diaminopimelic acid dipeptide

(3R,5R,6S)-3-((S)-4-Amino-4-methoxycarbonyl-butyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

(3R,5R,6S)-3-{(S)-4-[3-((R)-3-Benzyloxycarbonyl-5-oxo-oxazolidin-4-yl)-propionylamino]-4-methoxycarbonyl-butyl}-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

(3R,5R,6S)-3-{(S)-4-[3-((S)-3-Benzyloxycarbonyl-5-oxo-oxazolidin-4-yl)-propionylamino]-4-methoxycarbonyl-butyl}-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

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