(S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-methoxypropanoate

Base Information

• Chemical Name: (S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-methoxypropanoate
• CAS No.: 134167-07-0
• Molecular Formula: C10H19NO5
• Molecular Weight: 233.26156
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID20595105
• Wikidata: Q82490049
• Mol file: 134167-07-0.mol

Synonyms:134167-07-0;(S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-methoxypropanoate;Methyl N-(tert-butoxycarbonyl)-O-methyl-L-serinate;l-serine, n-[(1,1-dimethylethoxy)carbonyl]-o-methyl-, methyl ester;methyl (2S)-3-methoxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate;methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-methoxypropanoate;(S)-Methyl 2-((tert-butoxycarbonyl)-amino)-3-methoxypropanoate;MFCD18837831;METHYL (2S)-2-[(TERT-BUTOXYCARBONYL)AMINO]-3-METHOXYPROPANOATE;SCHEMBL10796111;DTXSID20595105;AKOS016011821;HY-W057434;AS-51362;PD197230;CS-0049288;P12491;A854086;Methyl (2S)-2-(Boc-amino)-3-methoxy-propanoate;(S)-Methyl2-((tert-butoxycarbonyl)amino)-3-methoxypropanoate;l-serine,n-((1,1-dimethyl ethoxy)carbonyl)-o-methyl-,methyl ester;(S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-methoxypropanoate (Boc-L-Ser(Me)-OMe)

Chemical Property of (S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-methoxypropanoate

Chemical Property:

• PSA: 77.35000
• LogP: 0.90350
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 233.12632271
• Heavy Atom Count: 16
• Complexity: 246

Purity/Quality:

97% ^*data from raw suppliers

(S)-Methyl2-((Tert-Butoxycarbonyl)Amino)-3-methoxypropanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(COC)C(=O)OC
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](COC)C(=O)OC

Technology Process of (S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-methoxypropanoate

There total 12 articles about (S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-methoxypropanoate 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: 87.3%

methyl (2Z)‐2‐[(tert‐butoxycarbonyl)imino]‐3‐methoxypropanoate → methyl (R)-2-(tert-butoxycarbonylamino)-3-methoxypropanoate (862372-14-3) + (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-methoxypropanoate (134167-07-0)

Guidance literature:

With hydrogen; In tetrahydrofuran; at 60 ℃; under 15001.5 Torr;

Reference yield: 82.0%

N-tert-butyloxycarbonyl-L-serine methyl ester (2766-43-0) + methyl iodide (74-88-4) → (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-methoxypropanoate (134167-07-0)

Guidance literature:

With silver(l) oxide; In acetonitrile; at 20 ℃; Inert atmosphere;

DOI:10.1055/s-0029-1218843

Reference yield: 34.5%

N-tert-butyloxycarbonyl-L-serine methyl ester (2766-43-0) → (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-methoxypropanoate (134167-07-0)

Guidance literature:

With silver(l) oxide; methyl iodide; In acetone; at 59 ℃;

upstream raw materials:

benzyl iodoethyl ether

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

methyl iodide

N-tert-butyloxycarbonyl-L-serine methyl ester

Downstream raw materials:

N-tert-butoxycarbonyl-(S)-O-methyl-serin

N-Boc-O-methyl-L-serinamide

(S)-tert-butyl 1-methoxy-3-oxopropan-2-ylcarbamate

(R)-tert-butyl 1-hydroxy-3-methoxy propan-2-yl carbamate