3,4,5-Trimethoxy-L-phenylglycine

Base Information

Chemical Name:3,4,5-Trimethoxy-L-phenylglycine
CAS No.:58716-92-0
Molecular Formula:C₁₁H₁₅NO₅
Molecular Weight:241.244
Hs Code.:
DSSTox Substance ID:DTXSID201243104
Nikkaji Number:J1.169.196J

Synonyms:DTXSID201243104;3,4,5-Trimethoxy-L-phenylglycine;58716-92-0;AKOS015926955;(alphaS)-alpha-Amino-3,4,5-trimethoxybenzeneacetic acid

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3,4,5-Trimethoxy-L-phenylglycine

Chemical Property:

XLogP3:-1.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:5
Exact Mass:241.09502258
Heavy Atom Count:17
Complexity:246

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:COC1=CC(=CC(=C1OC)OC)C(C(=O)O)N
Isomeric SMILES:COC1=CC(=CC(=C1OC)OC)[C@@H](C(=O)O)N

Technology Process of 3,4,5-Trimethoxy-L-phenylglycine

There total 5 articles about 3,4,5-Trimethoxy-L-phenylglycine 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: 91.0%

: 250665-99-7
[2S,1'S,2'S]-(+)-2-amino-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-2-(3,4,5-trimethoxyphenyl)acetamide

: 58716-92-0
(2S)-(+)-3,4,5-trimethoxyphenylglycine

Guidance literature:: With sulfuric acid; In 1,4-dioxane; Heating;
DOI:10.1016/S0040-4039(99)01475-6

Reference yield:

: 247118-51-0
(+)-<1'S,2'S>-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-2-(3,4,5-trimethoxyphenyl)acetamide

: 58716-92-0
(2S)-(+)-3,4,5-trimethoxyphenylglycine

Guidance literature:: Multi-step reaction with 3 steps

1.1: nBuLi; iPr₂NH / tetrahydrofuran; hexane / 1.33 h / -78 - 20 °C

1.2: 90 percent / tetrahydrofuran; hexane / 1 h / -105 °C

2.1: trifluoroacetic acid / CH₂Cl₂ / 0.5 h / 20 °C

2.2: 78 percent / H₂ / Ni/Raney / CH₂Cl₂ / 48 h / 7757.22 Torr

3.1: 91 percent / H₂SO₄; H₂O / dioxane / 6 h / Heating

With n-butyllithium; sulfuric acid; water; diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane;
DOI:10.1002/1099-0690(200111)2001:22<4343::AID-EJOC4343>3.0.CO;2-D

Reference yield:

: 250665-95-3
[2S,1'S,2'S]-(+)-2-[N,N'-bis(1,1-dimethylethoxycarbonyl)hydrazino]-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-2-(3,4,5-trimethoxyphenyl)acetamide

: 58716-92-0
(2S)-(+)-3,4,5-trimethoxyphenylglycine

Guidance literature:: Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / CH₂Cl₂ / 0.5 h / 20 °C

1.2: 78 percent / H₂ / Ni/Raney / CH₂Cl₂ / 48 h / 7757.22 Torr

2.1: 91 percent / H₂SO₄; H₂O / dioxane / 6 h / Heating

With sulfuric acid; water; trifluoroacetic acid; In 1,4-dioxane; dichloromethane;
DOI:10.1002/1099-0690(200111)2001:22<4343::AID-EJOC4343>3.0.CO;2-D