L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-2-propenyl-

Base Information

• Chemical Name: L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-2-propenyl-
• CAS No.: 150438-78-1
• Molecular Formula: C11H19NO5
• Molecular Weight: 245.276
• Mol file: 150438-78-1.mol

Synonyms:Boc-L-Ser(allyl)-OH;N-Boc-O-allyl-L-serine;N-Boc-O-allyl-Ser-OH;(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(prop-2-en-1-yloxy)propanoic acid;Boc-O-allyl-L-serine;(S)-3-Allyloxy-2-tert-butoxycarbonylamino-propionic acid;(S)-3-(allyloxy)-2-(tert-butoxycarbonylamino)propanoic acid;

Chemical Property of L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-2-propenyl-

Chemical Property:

• PSA: 84.86000
• LogP: 1.55780

Purity/Quality:

99% ^*data from raw suppliers

N-Boc-O-allyl-L-serine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-2-propenyl-

There total 8 articles about L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-2-propenyl- 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: 100.0%

(2S)-3-allyloxy-2-tert-butoxycarbonylamino-propionic acid methyl ester (215167-74-1) → (2S)-3-allyloxy-2-tert-butoxycarbonylaminopropionic acid (150438-78-1)

Guidance literature:

(2S)-3-allyloxy-2-tert-butoxycarbonylamino-propionic acid methyl ester; With water; lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 4h;

With hydrogenchloride; In tetrahydrofuran; methanol; water; pH=3;

Reference yield: 94.82%

(S)-N-(tert-butoxycarbonyl)serine (3262-72-4) + allyl bromide (106-95-6) → (2S)-3-allyloxy-2-tert-butoxycarbonylaminopropionic acid (150438-78-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1039/b416349d

Reference yield: 91.0%

allyl iodid (556-56-9) + (S)-N-(tert-butoxycarbonyl)serine (3262-72-4) → (2S)-3-allyloxy-2-tert-butoxycarbonylaminopropionic acid (150438-78-1)

Guidance literature:

(S)-N-(tert-butoxycarbonyl)serine; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 1h; Inert atmosphere;

allyl iodid; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 19h; Inert atmosphere;

DOI:10.1002/chem.201100543

upstream raw materials:

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

allyl bromide

(2S)-3-allyloxy-2-tert-butoxycarbonylamino-propionic acid methyl ester

N-tert-butyloxycarbonyl-L-serine methyl ester

Downstream raw materials:

N^α-(tert-butyloxycarbonyl)-seryl(allyl)-D-alanyl-(R,S)-4-acetoxy-3,5-bisallylphenylglycine methyl ester

(2S)-3-allyloxy-2-(2,4-dimethoxybenzylamino)-propionic acid methyl ester

(2S)-3-allyloxy-2-(2,4-dimethoxybenzylamino)-propionic acid

(2S)-3-allyloxy-2-(2,4,6-trimethoxybenzylamino)-propionic acid