4-[(1S)-2-amino-1-hydroxyethyl]-2-methoxyphenol

Base Information

Chemical Name:4-[(1S)-2-amino-1-hydroxyethyl]-2-methoxyphenol
CAS No.:35778-41-7
Molecular Formula:C₉H₁₃NO₃
Molecular Weight:183.207
Hs Code.:
DSSTox Substance ID:DTXSID201204091
Nikkaji Number:J342.887G
Wikidata:Q105351157

Synonyms:4-[(1S)-2-amino-1-hydroxyethyl]-2-methoxyphenol;DTXSID201204091;EN300-1867932;(S)-alpha-(Aminomethyl)-4-hydroxy-3-methoxybenzenemethanol;(alphaS)-alpha-(Aminomethyl)-4-hydroxy-3-methoxybenzenemethanol;35778-41-7

Suppliers and Price of 4-[(1S)-2-amino-1-hydroxyethyl]-2-methoxyphenol

Supply Marketing:

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

Manufacturers and distributors:

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Total 0 raw suppliers

Chemical Property of 4-[(1S)-2-amino-1-hydroxyethyl]-2-methoxyphenol

Chemical Property:

XLogP3:-0.9
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:183.08954328
Heavy Atom Count:13
Complexity:154

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:COC1=C(C=CC(=C1)C(CN)O)O
Isomeric SMILES:COC1=C(C=CC(=C1)[C@@H](CN)O)O

Technology Process of 4-[(1S)-2-amino-1-hydroxyethyl]-2-methoxyphenol

There total 6 articles about 4-[(1S)-2-amino-1-hydroxyethyl]-2-methoxyphenol 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:

: (S)-2-azido-1-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)ethanol

: 35778-41-7,709-52-4
(S)-normetanephrine

Guidance literature:: (S)-2-azido-1-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)ethanol; In tetrahydrofuran; at 25 ℃; Inert atmosphere;

With hydrogen fluoride; water; In acetonitrile; at 25 ℃; for 2h; Inert atmosphere;
DOI:10.1002/chir.22108

Reference yield:

: 69404-94-0
O-tert-butyldimethylsilylvanillin

: 35778-41-7,709-52-4
(S)-normetanephrine

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.17 h / Inert atmosphere

1.2: 12 h / -78 - 25 °C / Inert atmosphere

2.1: AD-mix-β / tert-butyl alcohol; water / 2.17 h / 0 - 25 °C / Inert atmosphere

3.1: pyridine / dichloromethane / 8 h / 25 °C / Inert atmosphere

4.1: sodium azide / N,N-dimethyl-formamide / 72 h / 50 °C / Inert atmosphere

5.1: polymer-bound triphenylphosphine / tetrahydrofuran / 25 °C / Inert atmosphere

5.2: 2 h / 25 °C / Inert atmosphere

With pyridine; sodium azide; AD-mix-β; potassium tert-butylate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1.1: |Wittig Olefination / 1.2: |Wittig Olefination / 2.1: |Sharpless Dihydroxylation / 5.1: |Staudinger Azide Reduction;
DOI:10.1002/chir.22108

Reference yield:

: 121-33-5,8014-42-4
vanillin

: 35778-41-7,709-52-4
(S)-normetanephrine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 0 - 25 °C / Inert atmosphere

2.1: potassium tert-butylate / tetrahydrofuran / 0.17 h / Inert atmosphere

2.2: 12 h / -78 - 25 °C / Inert atmosphere

3.1: AD-mix-β / tert-butyl alcohol; water / 2.17 h / 0 - 25 °C / Inert atmosphere

4.1: pyridine / dichloromethane / 8 h / 25 °C / Inert atmosphere

5.1: sodium azide / N,N-dimethyl-formamide / 72 h / 50 °C / Inert atmosphere

6.1: polymer-bound triphenylphosphine / tetrahydrofuran / 25 °C / Inert atmosphere

6.2: 2 h / 25 °C / Inert atmosphere

With pyridine; 1H-imidazole; sodium azide; AD-mix-β; potassium tert-butylate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 2.1: |Wittig Olefination / 2.2: |Wittig Olefination / 3.1: |Sharpless Dihydroxylation / 6.1: |Staudinger Azide Reduction;
DOI:10.1002/chir.22108