(2S,3R)-3-azido-1,2-diphenyloxycarbonyloxy-3-(4-methylthiophenyl)-propane

Base Information

• Chemical Name: (2S,3R)-3-azido-1,2-diphenyloxycarbonyloxy-3-(4-methylthiophenyl)-propane
• CAS No.: 909767-31-3
• Molecular Formula: C₂₄H₂₁N₃O₆S
• Molecular Weight: 479.513
• Mol file: 909767-31-3.mol

Synonyms:(2S,3R)-3-azido-1,2-diphenyloxycarbonyloxy-3-(4-methylthiophenyl)-propane

Chemical Property of (2S,3R)-3-azido-1,2-diphenyloxycarbonyloxy-3-(4-methylthiophenyl)-propane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-3-azido-1,2-diphenyloxycarbonyloxy-3-(4-methylthiophenyl)-propane

There total 4 articles about (2S,3R)-3-azido-1,2-diphenyloxycarbonyloxy-3-(4-methylthiophenyl)-propane 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: 90.0%

(2S,3R)-3-azido-3-(4-methylthiophenyl)-1,2-propanediol (909767-30-2) + phenyl chloroformate (1885-14-9) → (2S,3R)-3-azido-1,2-diphenyloxycarbonyloxy-3-(4-methylthiophenyl)-propane (909767-31-3)

Guidance literature:

With pyridine; In dichloromethane; cooling;

DOI:10.1016/j.tetasy.2006.06.009

Reference yield:

(2R,3S)-2,3-epoxy-3-(4-methylthiophenyl)-1-propanol (909767-29-9) → (2S,3R)-3-azido-1,2-diphenyloxycarbonyloxy-3-(4-methylthiophenyl)-propane (909767-31-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / sodium azide; ammonium chloride / H₂O; 2-methoxy-ethanol / 3 h / 100 °C

2: 90 percent / pyridine / CH₂Cl₂ / cooling

With pyridine; sodium azide; ammonium chloride; In dichloromethane; 2-methoxy-ethanol; water;

DOI:10.1016/j.tetasy.2006.06.009

Reference yield:

(1S,2S)-(+)-2-(dimethylamino)-1-[4-(methylthio)phenyl]propane-1,3-diol (906548-44-5) → (2S,3R)-3-azido-1,2-diphenyloxycarbonyloxy-3-(4-methylthiophenyl)-propane (909767-31-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / acetonitrile / 20 h / 20 °C

2: sodium hydride / tetrahydrofuran / 65 °C

3: 94 percent / sodium azide; ammonium chloride / H₂O; 2-methoxy-ethanol / 3 h / 100 °C

4: 90 percent / pyridine / CH₂Cl₂ / cooling

With pyridine; sodium azide; ammonium chloride; sodium hydride; In tetrahydrofuran; dichloromethane; 2-methoxy-ethanol; water; acetonitrile;

DOI:10.1016/j.tetasy.2006.06.009

upstream raw materials:

(2S,3R)-3-azido-3-(4-methylthiophenyl)-1,2-propanediol

phenyl chloroformate

(2R,3S)-2,3-epoxy-3-(4-methylthiophenyl)-1-propanol

(1S,2S)-(+)-2-(dimethylamino)-1-[4-(methylthio)phenyl]propane-1,3-diol

Downstream raw materials:

(4R,5S)-4-(4-methylthiophenyl)-5-phenyloxycarbonyloxymethyl-2-oxazolidinone