((2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-yl)-acetonitrile

Base Information

• Chemical Name: ((2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-yl)-acetonitrile
• CAS No.: 220050-42-0
• Molecular Formula: C₂₂H₂₅NO₅
• Molecular Weight: 383.444
• Mol file: 220050-42-0.mol

Synonyms:((2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-yl)-acetonitrile

Chemical Property of ((2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-yl)-acetonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-yl)-acetonitrile

There total 1 articles about ((2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-yl)-acetonitrile 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: 89.0%

C22H24NO8S(1-)*Li(1+) → ((2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-yl)-acetonitrile (220050-42-0)

Guidance literature:

With sulfuric acid; water; In tetrahydrofuran; for 1.25h;

DOI:10.1055/s-1998-2219

Reference yield: 87.0%

Dimethoxymethane (109-87-5) + ((2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-yl)-acetonitrile (220050-42-0) → ((2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-3-methoxymethoxy-tetrahydro-pyran-2-yl)-acetonitrile (220050-49-7)

Guidance literature:

With phosphorus pentoxide; In dichloromethane; for 2.3h; Ambient temperature;

DOI:10.1055/s-1998-2219

Reference yield:

((2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-3-hydroxy-6-methoxy-tetrahydro-pyran-2-yl)-acetonitrile (220050-42-0) → 2-((2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-3-methoxymethoxy-tetrahydro-pyran-2-yl)-ethanol

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / P₂O₅ / CH₂Cl₂ / 2.3 h / Ambient temperature

2: DIBAH / toluene; tetrahydrofuran / 1.5 h / 0 °C

3: NaBH₄ / methanol / 1.5 h / Ambient temperature

With sodium tetrahydroborate; phosphorus pentoxide; diisobutylaluminium hydride; In tetrahydrofuran; methanol; dichloromethane; toluene;

DOI:10.1055/s-1998-2219

Downstream raw materials:

((2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-3-methoxymethoxy-tetrahydro-pyran-2-yl)-acetonitrile