(S)-2-((tert-Butoxycarbonyl)amino)-2-(2-methoxyphenyl)acetic acid

Base Information

• Chemical Name: (S)-2-((tert-Butoxycarbonyl)amino)-2-(2-methoxyphenyl)acetic acid
• CAS No.: 1217710-00-3
• Molecular Formula: C₁₄H₁₉NO₅
• Molecular Weight: 281.309
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID50590421
• Wikidata: Q82484116
• Mol file: 1217710-00-3.mol

Synonyms:1217710-00-3;(S)-2-((tert-Butoxycarbonyl)amino)-2-(2-methoxyphenyl)acetic acid;Boc-(S)-2-Methoxy-phenylglycine;(2S)-2-(2-methoxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetic acid;boc-(s)-2-methoxyphenylglycine;Benzeneacetic acid, alpha-[[(1,1-dimethylethoxy)carbonyl]amino]-2-methoxy-, (alphaS)-;MFCD07371752;(S)-2-(Boc-amino)-2-(2-methoxyphenyl)acetic acid;SCHEMBL21777294;DTXSID50590421;(S)-2-((tert-Butoxycarbonyl)amino)-2-(2-methoxyphenyl)aceticacid;AKOS015949609;BS-49753;DB-254067;CS-0196589;N12740;(2S)-2-(Boc-amino)-2-(2-methoxyphenyl)acetic acid;(2S)-[(tert-Butoxycarbonyl)amino](2-methoxyphenyl)acetic acid;(2S)-[(tert-butoxycarbonyl)amino](2-methoxyphenyl)ethanoic acid;(S)-[(TERT-BUTOXYCARBONYL)AMINO](2-METHOXYPHENYL)ACETIC ACID

Chemical Property of (S)-2-((tert-Butoxycarbonyl)amino)-2-(2-methoxyphenyl)acetic acid

Chemical Property:

• PSA: 88.35000
• LogP: 2.55000
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 281.12632271
• Heavy Atom Count: 20
• Complexity: 350

Purity/Quality:

97% ^*data from raw suppliers

boc-(s)-2-methoxy-phenylglycine ^*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(C1=CC=CC=C1OC)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](C1=CC=CC=C1OC)C(=O)O

Technology Process of (S)-2-((tert-Butoxycarbonyl)amino)-2-(2-methoxyphenyl)acetic acid

There total 1 articles about (S)-2-((tert-Butoxycarbonyl)amino)-2-(2-methoxyphenyl)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:

→ tert-butoxy-carbonylamino-(2-methoxy-phenyl)-acetic acid (179417-69-7,1217710-00-3)

Guidance literature:

With sodium hydrogencarbonate; sodium hydroxide; In 1,4-dioxane; water; at 0 - 20 ℃; for 24h;

Reference yield:

(S)-2-((tert-butoxycarbonyl)amino)-2-(2-methoxyphenyl)acetic acid. (1217710-00-3) → tert-butyl (S)-(2-amino-1-(2-methoxyphenyl)ethyl)carbamate

Guidance literature:

Multi-step reaction with 4 steps

1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene; tetrahydrofuran / 3 h / 0 °C

2: triethylamine / dichloromethane / 0.5 h / 0 °C

3: sodium azide / N,N-dimethyl-formamide / 60 °C

4: hydrogen; palladium 10% on activated carbon / ethanol; water / 0.33 h

With sodium azide; palladium 10% on activated carbon; hydrogen; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

DOI:10.1021/acs.jmedchem.7b01861

Reference yield:

(S)-2-((tert-butoxycarbonyl)amino)-2-(2-methoxyphenyl)acetic acid. (1217710-00-3) → tert-butyl (S)-(2-azido-1-(2-methoxyphenyl)ethyl)carbamate

Guidance literature:

Multi-step reaction with 3 steps

1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene; tetrahydrofuran / 3 h / 0 °C

2: triethylamine / dichloromethane / 0.5 h / 0 °C

3: sodium azide / N,N-dimethyl-formamide / 60 °C

With sodium azide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/acs.jmedchem.7b01861

Downstream raw materials:

methyl 2-(N-tert-butoxycarbonylamino)-2-(2-methoxylphenyl)acetate