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

Base Information

• Chemical Name: 2-((2R,3S)-2-Trityloxymethyl-thietan-3-yloxy)-tetrahydro-pyran
• CAS No.: 183606-17-9
• Molecular Formula: C₂₈H₃₀O₃S
• Molecular Weight: 446.61
• Mol file: 183606-17-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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

There total 5 articles about 2-((2R,3S)-2-Trityloxymethyl-thietan-3-yloxy)-tetrahydro-pyran 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: 62.0%

Methanesulfonic acid (1S,2S)-3-methanesulfonyloxy-2-(tetrahydro-pyran-2-yloxy)-1-trityloxymethyl-propyl ester (183606-18-0) → 2-((2R,3S)-2-Trityloxymethyl-thietan-3-yloxy)-tetrahydro-pyran (183606-17-9)

Guidance literature:

With sodium sulfide; In ethanol; for 24h; Heating;

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

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → 2-((2R,3S)-2-Trityloxymethyl-thietan-3-yloxy)-tetrahydro-pyran (183606-17-9)

Guidance literature:

Multi-step reaction with 6 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

6: 62 percent / Na₂S / aq. ethanol / 24 h / Heating

With pyridine; sodium sulfide; lithium aluminium tetrahydride; hydrogen; pyridinium p-toluenesulfonate; palladium on activated charcoal; In tetrahydrofuran; ethanol; 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) → 2-((2R,3S)-2-Trityloxymethyl-thietan-3-yloxy)-tetrahydro-pyran (183606-17-9)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 35 h / Ambient temperature

2: LiAlH₄ / tetrahydrofuran / 20 h / Ambient temperature

3: pyridine / 12 h / Ambient temperature

4: 62 percent / Na₂S / aq. ethanol / 24 h / Heating

With pyridine; sodium sulfide; lithium aluminium tetrahydride; In tetrahydrofuran; ethanol;

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

upstream raw materials:

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

3,4-dihydro-2H-pyran

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