N₂-(tert-butoxycarbonyl)-O-[tert-butyl(diphenyl)silyl]-N-methoxy-N-methyl-D-serinamide

Base Information

• Chemical Name: N₂-(tert-butoxycarbonyl)-O-[tert-butyl(diphenyl)silyl]-N-methoxy-N-methyl-D-serinamide
• CAS No.: 1374041-06-1
• Molecular Formula: C₂₆H₃₈N₂O₅Si
• Molecular Weight: 486.684

Synonyms:N₂-(tert-butoxycarbonyl)-O-[tert-butyl(diphenyl)silyl]-N-methoxy-N-methyl-D-serinamide

Chemical Property of N₂-(tert-butoxycarbonyl)-O-[tert-butyl(diphenyl)silyl]-N-methoxy-N-methyl-D-serinamide

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N₂-(tert-butoxycarbonyl)-O-[tert-butyl(diphenyl)silyl]-N-methoxy-N-methyl-D-serinamide

There total 2 articles about N₂-(tert-butoxycarbonyl)-O-[tert-butyl(diphenyl)silyl]-N-methoxy-N-methyl-D-serinamide 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: 94.0%

tert-butylchlorodiphenylsilane (58479-61-1) + tert-butyl N-[(1R)-1-(hydroxymethyl)-2-[methoxy(methyl)amino]-2-oxo-ethyl]carbamate (167102-61-6) → N2-(tert-butoxycarbonyl)-O-[tert-butyl(diphenyl)silyl]-N-methoxy-N-methyl-D-serinamide (1374041-06-1)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 17h; Inert atmosphere;

Reference yield:

(R)-N-tert-butoxycarbonyl serine (3262-72-4,3850-40-6,6368-20-3,90582-28-8,84311-18-2) → N2-(tert-butoxycarbonyl)-O-[tert-butyl(diphenyl)silyl]-N-methoxy-N-methyl-D-serinamide (1374041-06-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / dichloromethane / 2.17 h / -15 °C / Inert atmosphere

2: 1H-imidazole / N,N-dimethyl-formamide / 17 h / 20 °C / Inert atmosphere

With 4-methyl-morpholine; 1H-imidazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

N2-(tert-butoxycarbonyl)-O-[tert-butyl(diphenyl)silyl]-N-methoxy-N-methyl-D-serinamide (1374041-06-1) → tert-butyl N-[(1R)-1-[[tert-butyl(diphenyl)silyl]oxymethyl]-2-oxo-ethyl]carbamate (254763-27-4)

Guidance literature:

N₂-(tert-butoxycarbonyl)-O-[tert-butyl(diphenyl)silyl]-N-methoxy-N-methyl-D-serinamide; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

With water; In tetrahydrofuran;

upstream raw materials:

tert-butylchlorodiphenylsilane

tert-butyl N-[(1R)-1-(hydroxymethyl)-2-[methoxy(methyl)amino]-2-oxo-ethyl]carbamate

(R)-N-tert-butoxycarbonyl serine

Downstream raw materials:

tert-butyl N-[(1R)-1-[[tert-butyl(diphenyl)silyl]oxymethyl]-2-oxo-ethyl]carbamate

tert-butyl [(2S,3E)-1-{[tert-butyl(diphenyl)silyl]oxy}-4-(2-nitrophenyl)but-3-en-2-yl]carbamate

tert-butyl [(2S)-4-(2-aminophenyl)-1-{[tert-butyl(diphenyl)silyl]oxy}butan-2-yl]carbamate

methyl [(2S)-1-({2-[(3S)-3-[(tert-butoxycarbonyl)amino]-4-{[tert-butyl(diphenyl)silyl]oxy}butyl]phenyl}amino)-1-oxo-3,3-diphenylpropan-2-yl]carbamate

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