2-{[(tert-butoxy)carbonyl](prop-2-en-1- yl)aMino}acetic acid

Base Information

• Chemical Name: 2-{[(tert-butoxy)carbonyl](prop-2-en-1- yl)aMino}acetic acid
• CAS No.: 145618-68-4
• Molecular Formula: C10H17NO4
• Molecular Weight: 215.249
• Mol file: 145618-68-4.mol

Synonyms:2-(allyl(tert-butoxycarbonyl)amino)acetic acid;N-allyl-N-(tert-butoxycarbonyl)glycine

Chemical Property of 2-{[(tert-butoxy)carbonyl](prop-2-en-1- yl)aMino}acetic acid

Chemical Property:

• PSA: 66.84000
• LogP: 1.49410

Purity/Quality:

98%min ^*data from raw suppliers

Boc-N-(allyl)-glycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-{[(tert-butoxy)carbonyl](prop-2-en-1- yl)aMino}acetic acid

There total 1 articles about 2-{[(tert-butoxy)carbonyl](prop-2-en-1- yl)aMino}acetic acid 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:

BOC-glycine (4530-20-5) + 1.3-chlorobromopropane (109-70-6) → N-tert-butoxycarbonyl-proline (15761-39-4,59433-50-0) + 2-(allyl(tert-butoxycarbonyl)amino)acetic acid (145618-68-4)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction; 1) THF, 0 deg C, 10 min, 2) r.t., 15 h;

DOI:10.1016/S0040-4039(00)79015-0

Reference yield: 97.0%

methanol (67-56-1) + N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (35661-39-3,136132-75-7) + 2-(allyl(tert-butoxycarbonyl)amino)acetic acid (145618-68-4) + N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-2-propen-1-yl-glycine (222725-35-1) → Boc-(Nall)Gly-Leu-Pro-Ala-Phe-(Nall)Gly-OMe

Guidance literature:

N-tert-butoxycarbonyl-L-phenylalanine; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; 2-(allyl(tert-butoxycarbonyl)amino)acetic acid; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-2-propen-1-yl-glycine; Fmoc-Pro-OH; Fmoc-Leu-OH;

methanol; With sodium cyanide; for 16h; Further stages.;

DOI:10.1021/jo000759t

Reference yield: 91.0%

methanol (67-56-1) + N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + Fmoc-Pro-OH (71989-31-6) + 2-(allyl(tert-butoxycarbonyl)amino)acetic acid (145618-68-4) + N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-2-propen-1-yl-glycine (222725-35-1) → Boc-(Nall)Gly-Leu-Pro-Phe-(Nall)Gly-OMe

Guidance literature:

N-tert-butoxycarbonyl-L-phenylalanine; Fmoc-Pro-OH; 2-(allyl(tert-butoxycarbonyl)amino)acetic acid; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-2-propen-1-yl-glycine; Fmoc-Leu-OH;

methanol; With sodium cyanide; for 16h; Further stages.;

DOI:10.1021/jo000759t

upstream raw materials:

BOC-glycine

1.3-chlorobromopropane

Downstream raw materials:

Boc-(Nall)Gly-(Nall)Phe-OMe

tert-butyl N-allyl-N-[2-(methoxy(methyl)amino)-2-oxo-ethyl]carbamate

tert-butyl-6a-phenyl-3,3a,4,6-tetrahydro-1H-pyrrolo[3,4-c]isoxazole-5-carboxylate

tert-butyl 3-amino-4-(hydroxymethyl)-3-phenyl-pyrrolidine-1-carboxylate

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