(S)-Ethyl 2-((tert-butoxycarbonyl)amino)-3-hydroxypropanoate

Base Information

• Chemical Name: (S)-Ethyl 2-((tert-butoxycarbonyl)amino)-3-hydroxypropanoate
• CAS No.: 70930-18-6
• Molecular Formula: C10H19NO5
• Molecular Weight: 233.265
• European Community (EC) Number: 970-740-5
• Nikkaji Number: J1.624.815K
• Mol file: 70930-18-6.mol

Synonyms:70930-18-6;(S)-Ethyl 2-((tert-butoxycarbonyl)amino)-3-hydroxypropanoate;ethyl (2S)-3-hydroxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate;N-Boc-L-serine, ethyl ester;SCHEMBL5147736;L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-, ethyl ester;YNMDDOYAIULGRO-ZETCQYMHSA-N;Ethyl (tert-butoxycarbonyl)-l-serinate;N-t-butoxycarbonyl-l-serine ethyl ester;CS-0298723;G28161;EN300-10827296;(S)-Ethyl2-((tert-butoxycarbonyl)amino)-3-hydroxypropanoate;ethyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-hydroxypropanoate

Chemical Property of (S)-Ethyl 2-((tert-butoxycarbonyl)amino)-3-hydroxypropanoate

Chemical Property:

• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 233.12632271
• Heavy Atom Count: 16
• Complexity: 246

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CO)NC(=O)OC(C)(C)C
• Isomeric SMILES: CCOC(=O)[C@H](CO)NC(=O)OC(C)(C)C

Technology Process of (S)-Ethyl 2-((tert-butoxycarbonyl)amino)-3-hydroxypropanoate

There total 5 articles about (S)-Ethyl 2-((tert-butoxycarbonyl)amino)-3-hydroxypropanoate 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: 96.0%

di-tert-butyl dicarbonate (24424-99-5) + L-serine ethyl ester hydrochloride (26348-61-8,104055-46-1) → ethyl (S)-2-[(tert-butoxycarbonyl)amino]-3-hydroxypropanoate (70930-18-6)

Guidance literature:

With potassium carbonate; In water; ethyl acetate; at 22 - 25 ℃; for 24h;

DOI:10.1021/acs.orglett.6b00548

Reference yield: 85.0%

ethanol (64-17-5) + N-tert-butyloxycarbonyl-L-serine methyl ester (2766-43-0) → ethyl (S)-2-[(tert-butoxycarbonyl)amino]-3-hydroxypropanoate (70930-18-6)

Guidance literature:

With di(n-butyl)tin oxide; In methanol; for 12h; Heating;

DOI:10.1002/1521-3773(20011001)40:19<3672::AID-ANIE3672>3.0.CO;2-Y

Reference yield: 79.0%

(S)-N-(tert-butoxycarbonyl)serine (3262-72-4) + ethyl iodide (75-03-6) → ethyl (S)-2-[(tert-butoxycarbonyl)amino]-3-hydroxypropanoate (70930-18-6)

Guidance literature:

(S)-N-(tert-butoxycarbonyl)serine; With potassium carbonate; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;

ethyl iodide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 24h;

upstream raw materials:

ethanol

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

N-tert-butyloxycarbonyl-L-serine methyl ester

ethyl L-serinate

Downstream raw materials:

(R)-[1-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-ethyl]-carbamic acid tert-butyl ester

(S)-3-(2-bromophenyl)-2-(tert-butoxycarbonylamino)propionic acid ethyl ester

O-(6-benzyloxy-2,5,7,8-tetramethylchroman-2-carbonyl)-N-tert-butoxycarbonyl-L-serine ethyl ester

O-(3,4-diethoxycarbonylcaffeoyl)-N-tert-butoxycarbonyl-L-serine ethyl ester