N-(tert-butyloxycarbonyl)glycine {N-benzyl-N-[4-hydroxy-(2E)-buten-1-yl]}amide

Base Information

• Chemical Name: N-(tert-butyloxycarbonyl)glycine {N-benzyl-N-[4-hydroxy-(2E)-buten-1-yl]}amide
• CAS No.: 1599423-06-9
• Molecular Formula: C₁₈H₂₆N₂O₄
• Molecular Weight: 334.415
• Mol file: 1599423-06-9.mol

Synonyms:N-(tert-butyloxycarbonyl)glycine {N-benzyl-N-[4-hydroxy-(2E)-buten-1-yl]}amide

Chemical Property of N-(tert-butyloxycarbonyl)glycine {N-benzyl-N-[4-hydroxy-(2E)-buten-1-yl]}amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(tert-butyloxycarbonyl)glycine {N-benzyl-N-[4-hydroxy-(2E)-buten-1-yl]}amide

There total 4 articles about N-(tert-butyloxycarbonyl)glycine {N-benzyl-N-[4-hydroxy-(2E)-buten-1-yl]}amide 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: 82.0%

N-(tert-butyloxycarbonyl)glycine {N-benzyl-N-[4-tert-butyldimethylsilyloxy-(2E)-buten-1-yl]}amide (1599422-99-7) → N-(tert-butyloxycarbonyl)glycine {N-benzyl-N-[4-hydroxy-(2E)-buten-1-yl]}amide (1599423-06-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.5h;

DOI:10.1002/ejoc.201301659 DOI:10.1002/ejoc.201301659

Reference yield:

(2E)-N-benzyl-4-(tert-butyldimethylsiloxy)but-2-en-1-amine (1099751-95-7) → N-(tert-butyloxycarbonyl)glycine {N-benzyl-N-[4-hydroxy-(2E)-buten-1-yl]}amide (1599423-06-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate / dichloromethane / -10 - 20 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h

With tetrabutyl ammonium fluoride; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/ejoc.201301659

Reference yield:

N-benzyl-4-[tert-butyldimethylsilyloxy-(2E)-buten-1-yl]trifluoracetamide → N-(tert-butyloxycarbonyl)glycine {N-benzyl-N-[4-hydroxy-(2E)-buten-1-yl]}amide (1599423-06-9)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / methanol; water

2: N-ethyl-N,N-diisopropylamine; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate / dichloromethane / -10 - 20 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h

With tetrabutyl ammonium fluoride; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1002/ejoc.201301659

upstream raw materials:

(2E)-N-benzyl-4-(tert-butyldimethylsiloxy)but-2-en-1-amine

N-(tert-butyloxycarbonyl)glycine {N-benzyl-N-[4-tert-butyldimethylsilyloxy-(2E)-buten-1-yl]}amide

Downstream raw materials:

N-(tert-butyloxycarbonyl)glycine {N-benzyl-N-[4-ethoxycarbonyl-oxy-(2E)-buten-1-yl]}amide

1-benzyl-4-tert-butyloxycarbonyl-5-vinylpiperazin-2-one

N-(tert-butyloxycarbonyl)-α-deuterio-sarcosine {N-benzyl-N-[4-ethoxy-carbonyloxy-(2E)-buten-1-yl]}amide