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

Base Information

• Chemical Name: N-(tert-butyloxycarbonyl)sarcosine {N-benzyl-N-[4-ethoxycarbonyl-oxy-(2E)-buten-1-yl]}amide
• CAS No.: 1599423-15-0
• Molecular Formula: C₂₂H₃₂N₂O₆
• Molecular Weight: 420.506
• Mol file: 1599423-15-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about N-(tert-butyloxycarbonyl)sarcosine {N-benzyl-N-[4-ethoxycarbonyl-oxy-(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: 90.0%

N-(tert-butyloxycarbonyl)sarcosine {N-benzyl-N-[4-hydroxy-(2E)-buten-1-yl]}amide (1599423-08-1) → N-(tert-butyloxycarbonyl)sarcosine {N-benzyl-N-[4-ethoxycarbonyl-oxy-(2E)-buten-1-yl]}amide (1599423-15-0)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201301659

Reference yield: 90.0%

N-(tert-butyloxycarbonyl)sarcosine {N-benzyl-N-[4-hydroxy-(2E)-buten-1-yl]}amide (1599423-08-1) + chloroformic acid ethyl ester (541-41-3) → N-(tert-butyloxycarbonyl)sarcosine {N-benzyl-N-[4-ethoxycarbonyl-oxy-(2E)-buten-1-yl]}amide (1599423-15-0)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃;

DOI:10.1002/ejoc.201301659

Reference yield:

N-(tert-butyloxycarbonyl)sarcosine {N-benzyl-N-[4-tert-butyldimethylsilyloxy-(2E)-buten-1-yl]}amide (1599423-01-4) → N-(tert-butyloxycarbonyl)sarcosine {N-benzyl-N-[4-ethoxycarbonyl-oxy-(2E)-buten-1-yl]}amide (1599423-15-0)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h

2: pyridine / dichloromethane / 0 - 20 °C / Inert atmosphere

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;

DOI:10.1002/ejoc.201301659

upstream raw materials:

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

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

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

chloroformic acid ethyl ester

Downstream raw materials:

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

C₂₇H₃₈F₃N₃O₆