1,2-O-(1-ethoxyethylidene)-6-O-tritylhexopyranose

Base Information

• Chemical Name: 1,2-O-(1-ethoxyethylidene)-6-O-tritylhexopyranose
• CAS No.: 67965-10-0
• Molecular Formula: C29H32O7
• Molecular Weight: 492.5602
• Mol file: 67965-10-0.mol

Synonyms:

Chemical Property of 1,2-O-(1-ethoxyethylidene)-6-O-tritylhexopyranose

Chemical Property:

• Vapor Pressure: 1.05E-16mmHg at 25°C
• Boiling Point: 629.3°C at 760 mmHg
• Flash Point: 334.4°C
• Density: 1.29g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2-O-(1-ethoxyethylidene)-6-O-tritylhexopyranose

There total 2 articles about 1,2-O-(1-ethoxyethylidene)-6-O-tritylhexopyranose 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:

trityl chloride (76-83-5) + 1,2-O-(1-ethoxyethylidene)-α-D-glucopyranose (53604-68-5) → 1,2-O-(1-ethoxyethylidene)-6-O-(triphenylmethyl)-α-D-glucopyranose (67965-10-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 25 ℃; for 24h; Yield given;

DOI:10.1021/jo00350a073

Reference yield:

3,4,6-tri-O-acetyl-1,2-O-(1-ethoxyethylidene)-α-D-glucopyranose (3254-17-9) → 1,2-O-(1-ethoxyethylidene)-6-O-(triphenylmethyl)-α-D-glucopyranose (67965-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium methoxide / methanol / 12 h / 25 °C

2: diisopropylethylamine / dimethylformamide / 24 h / 25 °C

With sodium methylate; N-ethyl-N,N-diisopropylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo00350a073

Reference yield: 65.0%

1,2-O-(1-ethoxyethylidene)-6-O-(triphenylmethyl)-α-D-glucopyranose (67965-10-0) → 1,2,4-O-orthoacetyl-6-O-(triphenylmethyl)-α-D-glucopyranose (99605-23-9)

Guidance literature:

With 4 A molecular sieve; lutidinium hydrobromide; In dichloromethane; at 25 ℃; for 144h;

DOI:10.1021/jo00352a012

upstream raw materials:

trityl chloride

1,2-O-(1-ethoxyethylidene)-α-D-glucopyranose

3,4,6-tri-O-acetyl-1,2-O-(1-ethoxyethylidene)-α-D-glucopyranose

Downstream raw materials:

(3aR,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-2-ethoxy-2-methyl-5-trityloxymethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran

1,2,4-O-orthoacetyl-6-O-(triphenylmethyl)-α-D-glucopyranose

1,2-di-O-acetyl-3,4-di-O-benzyl-β-D-glucodialdehydo-1,5-pyranose

3,4-di-O-Benzyl-1,6-anhydro-β-L-gulopyranose