Methanesulfonic acid (1S,2S)-3-methanesulfonyloxy-2-(tetrahydro-pyran-2-yloxy)-1-trityloxymethyl-propyl ester

Base Information

• Chemical Name: Methanesulfonic acid (1S,2S)-3-methanesulfonyloxy-2-(tetrahydro-pyran-2-yloxy)-1-trityloxymethyl-propyl ester
• CAS No.: 183606-18-0
• Molecular Formula: C₃₀H₃₆O₉S₂
• Molecular Weight: 604.742
• Mol file: 183606-18-0.mol

Synonyms:Methanesulfonic acid (1S,2S)-3-methanesulfonyloxy-2-(tetrahydro-pyran-2-yloxy)-1-trityloxymethyl-propyl ester

Chemical Property of Methanesulfonic acid (1S,2S)-3-methanesulfonyloxy-2-(tetrahydro-pyran-2-yloxy)-1-trityloxymethyl-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methanesulfonic acid (1S,2S)-3-methanesulfonyloxy-2-(tetrahydro-pyran-2-yloxy)-1-trityloxymethyl-propyl ester

There total 4 articles about Methanesulfonic acid (1S,2S)-3-methanesulfonyloxy-2-(tetrahydro-pyran-2-yloxy)-1-trityloxymethyl-propyl 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:

3,4-dihydro-2H-pyran (110-87-2) → Methanesulfonic acid (1S,2S)-3-methanesulfonyloxy-2-(tetrahydro-pyran-2-yloxy)-1-trityloxymethyl-propyl ester (183606-18-0)

Guidance literature:

Multi-step reaction with 5 steps

1: PPTS / CH₂Cl₂ / 19 h / Ambient temperature

2: H₂ / 10percent Pd/C / ethyl acetate / 30 h / Ambient temperature

3: pyridine / 35 h / Ambient temperature

4: LiAlH₄ / tetrahydrofuran / 20 h / Ambient temperature

5: pyridine / 12 h / Ambient temperature

With pyridine; lithium aluminium tetrahydride; hydrogen; pyridinium p-toluenesulfonate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.1016/0040-4039(96)01719-4

Reference yield:

(2R,3S)-3,4-Dihydroxy-2-(tetrahydro-pyran-2-yloxy)-butyric acid ethyl ester (109874-97-7) → Methanesulfonic acid (1S,2S)-3-methanesulfonyloxy-2-(tetrahydro-pyran-2-yloxy)-1-trityloxymethyl-propyl ester (183606-18-0)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 35 h / Ambient temperature

2: LiAlH₄ / tetrahydrofuran / 20 h / Ambient temperature

3: pyridine / 12 h / Ambient temperature

With pyridine; lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1016/0040-4039(96)01719-4

Reference yield:

(2R,3S)-3-Hydroxy-2-(tetrahydro-pyran-2-yloxy)-4-trityloxy-butyric acid ethyl ester → Methanesulfonic acid (1S,2S)-3-methanesulfonyloxy-2-(tetrahydro-pyran-2-yloxy)-1-trityloxymethyl-propyl ester (183606-18-0)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / 20 h / Ambient temperature

2: pyridine / 12 h / Ambient temperature

With pyridine; lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1016/0040-4039(96)01719-4

upstream raw materials:

methanesulfonyl chloride

3,4-dihydro-2H-pyran

(2R,3S)-3,4-Dihydroxy-2-(tetrahydro-pyran-2-yloxy)-butyric acid ethyl ester

Downstream raw materials:

2-((2R,3S)-2-Trityloxymethyl-thietan-3-yloxy)-tetrahydro-pyran