2-(1'-deoxy-2',3',5'-tri-O-benzyl-D-arabinit-1-ylidene)-1,3-dithiane

Base Information

• Chemical Name: 2-(1'-deoxy-2',3',5'-tri-O-benzyl-D-arabinit-1-ylidene)-1,3-dithiane
• CAS No.: 889665-24-1
• Molecular Formula: C₃₀H₃₄O₄S₂
• Molecular Weight: 522.73
• Mol file: 889665-24-1.mol

Synonyms:2-(1'-deoxy-2',3',5'-tri-O-benzyl-D-arabinit-1-ylidene)-1,3-dithiane

Chemical Property of 2-(1'-deoxy-2',3',5'-tri-O-benzyl-D-arabinit-1-ylidene)-1,3-dithiane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 2-(1'-deoxy-2',3',5'-tri-O-benzyl-D-arabinit-1-ylidene)-1,3-dithiane

There total 1 articles about 2-(1'-deoxy-2',3',5'-tri-O-benzyl-D-arabinit-1-ylidene)-1,3-dithiane 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: 83.0%

2-(trimethylsilyl)-1,3-dithiane (13411-42-2) + 3,4,6-tri-O-benzyl-β-D-arabinofuranoside (60933-68-8) → 2-(1'-deoxy-2',3',5'-tri-O-benzyl-D-arabinit-1-ylidene)-1,3-dithiane (889665-24-1)

Guidance literature:

3,4,6-tri-O-benzyl-β-D-arabinofuranoside; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 2h;

2-(trimethylsilyl)-1,3-dithiane; With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃;

DOI:10.1055/s-2006-926375

Reference yield: 85.0%

2-(1'-deoxy-2',3',5'-tri-O-benzyl-D-arabinit-1-ylidene)-1,3-dithiane (889665-24-1) → 1,2-dideoxy-3,4,5-tri-O-benzyl-1,1-dithianyl-D-arabino-hexopyranosee (889665-25-2)

Guidance literature:

In 1,2-dichloro-ethane; for 3h; Heating;

DOI:10.1055/s-2006-926375

Reference yield:

2-(1'-deoxy-2',3',5'-tri-O-benzyl-D-arabinit-1-ylidene)-1,3-dithiane (889665-24-1) → (4R,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-one (79999-46-5,72605-77-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / 1,2-dichloro-ethane / 3 h / Heating

2: 87 percent / aq. CaCO₃; I₂ / tetrahydrofuran / 3 h / 20 °C

With iodine; calcium carbonate; In tetrahydrofuran; 1,2-dichloro-ethane;

DOI:10.1055/s-2006-926375

upstream raw materials:

2-(trimethylsilyl)-1,3-dithiane

3,4,6-tri-O-benzyl-β-D-arabinofuranoside

Downstream raw materials:

1,2-dideoxy-3,4,5-tri-O-benzyl-1,1-dithianyl-D-arabino-hexopyranosee

(4R,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-one