Methanesulfonic acid (1R,2R)-2-benzyloxy-1-hydroxymethyl-2-thiazol-2-yl-ethyl ester

Base Information

• Chemical Name: Methanesulfonic acid (1R,2R)-2-benzyloxy-1-hydroxymethyl-2-thiazol-2-yl-ethyl ester
• CAS No.: 119991-42-3
• Molecular Formula: C₁₄H₁₇NO₅S₂
• Molecular Weight: 343.425
• Mol file: 119991-42-3.mol

Synonyms:Methanesulfonic acid (1R,2R)-2-benzyloxy-1-hydroxymethyl-2-thiazol-2-yl-ethyl ester

Chemical Property of Methanesulfonic acid (1R,2R)-2-benzyloxy-1-hydroxymethyl-2-thiazol-2-yl-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methanesulfonic acid (1R,2R)-2-benzyloxy-1-hydroxymethyl-2-thiazol-2-yl-ethyl ester

There total 4 articles about Methanesulfonic acid (1R,2R)-2-benzyloxy-1-hydroxymethyl-2-thiazol-2-yl-ethyl ester 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: 84.0%

(2R,3R)-3-Benzyloxy-1-tert-butyldimethylsilyloxy-2-methylsulfonyloxy-3-(2-thiazolyl)-1,2,3-propanetriol (119991-27-4) → Methanesulfonic acid (1R,2R)-2-benzyloxy-1-hydroxymethyl-2-thiazol-2-yl-ethyl ester (119991-42-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h;

DOI:10.1055/s-1988-27671

Reference yield:

(1R)-1-O-benzyl-2,3-O-isopropylidene-1-(2-thiazolyl)-D-glycitol (103795-11-5) → Methanesulfonic acid (1R,2R)-2-benzyloxy-1-hydroxymethyl-2-thiazol-2-yl-ethyl ester (119991-42-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / aq. CF₃CO₂H / 0.25 h / Ambient temperature

2: 84 percent / imidazole / CH₂Cl₂ / 4 h

3: 98 percent / Et₃N / CH₂Cl₂ / 2 h

4: 84 percent / Bu₄NF / tetrahydrofuran / 2 h

With 1H-imidazole; tetrabutyl ammonium fluoride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-1988-27671

Reference yield:

(2R,3R)-3-Benzyloxy-3-(2-thiazolyl)-1,2,3-propanetriol (119991-26-3) → Methanesulfonic acid (1R,2R)-2-benzyloxy-1-hydroxymethyl-2-thiazol-2-yl-ethyl ester (119991-42-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / imidazole / CH₂Cl₂ / 4 h

2: 98 percent / Et₃N / CH₂Cl₂ / 2 h

3: 84 percent / Bu₄NF / tetrahydrofuran / 2 h

With 1H-imidazole; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-1988-27671

upstream raw materials:

(2R,3R)-3-Benzyloxy-1-tert-butyldimethylsilyloxy-2-methylsulfonyloxy-3-(2-thiazolyl)-1,2,3-propanetriol

(1R)-1-O-benzyl-2,3-O-isopropylidene-1-(2-thiazolyl)-D-glycitol

(2R,3R)-3-Benzyloxy-3-(2-thiazolyl)-1,2,3-propanetriol

(1R,2R)-1-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-1-thiazol-2-yl-propan-2-ol

Downstream raw materials:

(1R,2S)-1-Benzyloxy-1-(2-thiazolyl)-1,2-propanediol

(2S,3R)-1,3-Dibenzyloxy-3-(2-thiazolyl)-1,2,3-propanetriol

(1R,2S)-1-Benzyloxy-2,3-epoxy-1-(2-thiazolyl)propanol