methyl (2S)-3-(2-benzyloxyethoxy)-2-(tert-butoxycarbonylamino)propanoate

Base Information

• Chemical Name: methyl (2S)-3-(2-benzyloxyethoxy)-2-(tert-butoxycarbonylamino)propanoate
• CAS No.: 134167-06-9
• Molecular Formula: C₁₈H₂₇NO₆
• Molecular Weight: 353.415
• Mol file: 134167-06-9.mol

Synonyms:methyl (2S)-3-(2-benzyloxyethoxy)-2-(tert-butoxycarbonylamino)propanoate

Chemical Property of methyl (2S)-3-(2-benzyloxyethoxy)-2-(tert-butoxycarbonylamino)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of methyl (2S)-3-(2-benzyloxyethoxy)-2-(tert-butoxycarbonylamino)propanoate

There total 4 articles about methyl (2S)-3-(2-benzyloxyethoxy)-2-(tert-butoxycarbonylamino)propanoate 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: 43.0%

2-Benzyloxyethanol (622-08-2,1201808-31-2) + (S)-N-tert-butoxycarbonyl aziridine-2-carboxylate methyl ester (126496-79-5) → methyl (2S)-3-(2-benzyloxyethoxy)-2-(tert-butoxycarbonylamino)propanoate (134167-06-9)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.166667h;

Reference yield:

benzyl iodoethyl ether (54555-84-9) + (S)-N-(tert-butoxycarbonyl)serine (3262-72-4) + methyl iodide (74-88-4) → N-tert-butyloxycarbonyl-L-serine methyl ester (2766-43-0) + (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-methoxypropanoate (134167-07-0) + Methyl N-Boc-N-(2-benzyloxyethyl)-2-aminoacrylate (134167-08-1) + methyl (2S)-3-(2-benzyloxyethoxy)-2-(tert-butoxycarbonylamino)propanoate (134167-06-9)

Guidance literature:

Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)79646-8

Reference yield:

benzyl iodoethyl ether (54555-84-9) + (S)-N-(tert-butoxycarbonyl)serine (3262-72-4) + methyl iodide (74-88-4) → benzyl vinyl ether (935-04-6) + N-tert-butyloxycarbonyl-L-serine methyl ester (2766-43-0) + (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-methoxypropanoate (134167-07-0) + Methyl N-Boc-N-(2-benzyloxyethyl)-2-aminoacrylate (134167-08-1) + methyl (2S)-3-(2-benzyloxyethoxy)-2-(tert-butoxycarbonylamino)propanoate (134167-06-9)

Guidance literature:

With sodium hydride; Product distribution; multistep reaction; variation of conditions;

DOI:10.1016/S0040-4039(00)79646-8

upstream raw materials:

2-Benzyloxyethanol

(S)-N-tert-butoxycarbonyl aziridine-2-carboxylate methyl ester

benzyl iodoethyl ether

(S)-N-(tert-butoxycarbonyl)serine

Downstream raw materials:

(2R,9S)-N²-Cbz-N⁹-Boc-2,9-diamino-4,7-dioxadecanedioic acid 1-phenacyl 10-methyl diester