N₄-[(1S)-2-((1S)-1-[(benzyloxy)methyl]-2-hydroxy-3-oxo-3-[(1,1,3,3-tetramethylbutyl)amino]propylamino)-1-(cyclohexylmethyl)-2-oxoethyl]-4-morpholinecarboxamide

Base Information

• Chemical Name: N₄-[(1S)-2-((1S)-1-[(benzyloxy)methyl]-2-hydroxy-3-oxo-3-[(1,1,3,3-tetramethylbutyl)amino]propylamino)-1-(cyclohexylmethyl)-2-oxoethyl]-4-morpholinecarboxamide
• CAS No.: 1309974-54-6
• Molecular Formula: C₃₃H₅₄N₄O₆
• Molecular Weight: 602.815

Synonyms:N₄-[(1S)-2-((1S)-1-[(benzyloxy)methyl]-2-hydroxy-3-oxo-3-[(1,1,3,3-tetramethylbutyl)amino]propylamino)-1-(cyclohexylmethyl)-2-oxoethyl]-4-morpholinecarboxamide

Chemical Property of N₄-[(1S)-2-((1S)-1-[(benzyloxy)methyl]-2-hydroxy-3-oxo-3-[(1,1,3,3-tetramethylbutyl)amino]propylamino)-1-(cyclohexylmethyl)-2-oxoethyl]-4-morpholinecarboxamide

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Technology Process of N₄-[(1S)-2-((1S)-1-[(benzyloxy)methyl]-2-hydroxy-3-oxo-3-[(1,1,3,3-tetramethylbutyl)amino]propylamino)-1-(cyclohexylmethyl)-2-oxoethyl]-4-morpholinecarboxamide

There total 6 articles about N₄-[(1S)-2-((1S)-1-[(benzyloxy)methyl]-2-hydroxy-3-oxo-3-[(1,1,3,3-tetramethylbutyl)amino]propylamino)-1-(cyclohexylmethyl)-2-oxoethyl]-4-morpholinecarboxamide 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: 63.0%

4-morpholinocarbonyl chloride (15159-40-7) + N1-(1,1,3,3-tetramethylbutyl)-(3S)-3-[(2S)-2-amino-3-cyclohexylpropanoyl]amino-4-(benzyloxy)-2-hydroxybutanamide (1309974-55-7) → N4-[(1S)-2-((1S)-1-[(benzyloxy)methyl]-2-hydroxy-3-oxo-3-[(1,1,3,3-tetramethylbutyl)amino]propylamino)-1-(cyclohexylmethyl)-2-oxoethyl]-4-morpholinecarboxamide (1309974-54-6)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; Inert atmosphere;

Reference yield:

BOC-O-benzyl-L-serine (23680-31-1) → N4-[(1S)-2-((1S)-1-[(benzyloxy)methyl]-2-hydroxy-3-oxo-3-[(1,1,3,3-tetramethylbutyl)amino]propylamino)-1-(cyclohexylmethyl)-2-oxoethyl]-4-morpholinecarboxamide (1309974-54-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 4-methyl-morpholine; isobutyl chloroformate / 1,2-dimethoxyethane / -20 °C

1.2: 0.5 h / Cooling with ice

2.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

3.1: dichloromethane / 48 h / 20 °C

4.1: trifluoroacetic acid / dichloromethane / 0.5 h

5.1: triethylamine / N,N-dimethyl-formamide / Inert atmosphere

With 4-methyl-morpholine; Dess-Martin periodane; triethylamine; trifluoroacetic acid; isobutyl chloroformate; In 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; 3.1: Passerini Reaction;

Reference yield:

benzyl bromide (100-39-0) → N4-[(1S)-2-((1S)-1-[(benzyloxy)methyl]-2-hydroxy-3-oxo-3-[(1,1,3,3-tetramethylbutyl)amino]propylamino)-1-(cyclohexylmethyl)-2-oxoethyl]-4-morpholinecarboxamide (1309974-54-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0 °C / Inert atmosphere

1.2: 25 °C / Inert atmosphere

2.1: 4-methyl-morpholine; isobutyl chloroformate / 1,2-dimethoxyethane / -20 °C

2.2: 0.5 h / Cooling with ice

3.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

4.1: dichloromethane / 48 h / 20 °C

5.1: trifluoroacetic acid / dichloromethane / 0.5 h

6.1: triethylamine / N,N-dimethyl-formamide / Inert atmosphere

With 4-methyl-morpholine; sodium hydride; Dess-Martin periodane; triethylamine; trifluoroacetic acid; isobutyl chloroformate; In 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; 4.1: Passerini Reaction;

upstream raw materials:

benzyl bromide

4-morpholinocarbonyl chloride

N₁-(1,1,3,3-tetramethylbutyl)-(3S)-3-[(2S)-2-amino-3-cyclohexylpropanoyl]amino-4-(benzyloxy)-2-hydroxybutanamide

N-(tert-butyloxycarbonyl)-O-benzyl-L-serinol

Downstream raw materials:

N₄-[(1S)-2-((1S)-1-[(benzyloxy)methyl]-2,3-dioxo-3-[(1,1,3,3-tetramethylbutyl)amino]propylamino)-1-(cyclohexylmethyl)-2-oxoethyl]-4-morpholinecarboxamide

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