(S)-2-(aminooxy)-2-phenylethanediol

Base Information

• Chemical Name: (S)-2-(aminooxy)-2-phenylethanediol
• CAS No.: 368447-63-6
• Molecular Formula: C₈H₁₁NO₂
• Molecular Weight: 153.181
• Mol file: 368447-63-6.mol

Synonyms:(S)-2-(aminooxy)-2-phenylethanediol

Chemical Property of (S)-2-(aminooxy)-2-phenylethanediol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(aminooxy)-2-phenylethanediol

There total 24 articles about (S)-2-(aminooxy)-2-phenylethanediol 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: 99.0%

2-{[(S)-2-hydroxy-1-phenylethyl]oxy}-1H-isoindole-1,3(2H)-dione (338464-24-7) → (S)-2-(aminooxy)-2-phenylethanediol (368447-63-6)

Guidance literature:

With hydrazine hydrate; In ethanol; Heating;

DOI:10.1016/S0040-4039(01)00910-8

Reference yield:

2-{[(2R)-2-(methoxymethoxy)-2-phenylethyl]oxy}-1H-isoindole-1,3(2H)-dione (757195-16-7) → (S)-2-(aminooxy)-2-phenylethanediol (368447-63-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: conc. HCl / methanol / 0.5 h / 20 °C

1.2: 99 percent / hydrazine hydrate / ethanol / 1 h / Heating

2.1: 99 percent / TsOH / toluene / 0.5 h / Heating

3.1: 60 percent / toluene; diethyl ether / 0.42 h / -20 °C

4.1: Mo(CO)6 / acetonitrile; H₂O / 1 h / 85 °C

5.1: 81 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 48 h / 20 °C

6.1: 99 percent / hydrazine hydrate / ethanol / 1 h / Heating

With hydrogenchloride; hexacarbonyl molybdenum; toluene-4-sulfonic acid; hydrazine hydrate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; diethyl ether; ethanol; water; toluene; acetonitrile; 5.1: Mitsunobu reaction;

DOI:10.1021/jo049517+

Reference yield:

(R)-methyl mandelate (20698-91-3) → (S)-2-(aminooxy)-2-phenylethanediol (368447-63-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / NaBH₄ / methanol / 0.5 h / 20 °C

2: 81 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 48 h / 20 °C

3: 99 percent / hydrazine hydrate / ethanol / 1 h / Heating

With sodium tetrahydroborate; hydrazine hydrate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethanol; 2: Mitsunobu reaction;

DOI:10.1021/jo049517+

upstream raw materials:

2-{[(S)-2-hydroxy-1-phenylethyl]oxy}-1H-isoindole-1,3(2H)-dione

benzaldehyde O-[(2R)-2-hydroxy-2-phenylethyl]oxime

(1R)-1-phenyl-2-({[(1S)-1-phenylethyl]amino}oxy)ethanol

4-methylbenzaldehyde O-[(2R)-2-hydroxy-2-phenylethyl]oxime

Downstream raw materials:

3-methoxybenzaldehyde (E)-O-[(1S)-2-hydroxy-1-phenylethyl]oxime

(2S)-2-phenyl-2-({[(1R)-1-phenyl-2-propenyl]amino}oxy)ethanol

(2S)-2-[({(1R)-1-[2-(methoxymethoxy)phenyl]ethyl}amino)oxy]-2-phenylethanol

(2S)-2-({[(1R)-1-(2-methoxyphenyl)ethyl]amino}oxy)-2-phenylethanol