.beta.-D-erythro-Hex-2-enopyranose, 1,6-anhydro-2,3-dideoxy-4-O-(phenylmethyl)-

Base Information

• Chemical Name: .beta.-D-erythro-Hex-2-enopyranose, 1,6-anhydro-2,3-dideoxy-4-O-(phenylmethyl)-
• CAS No.: 40838-18-4
• Molecular Formula: C₁₃H₁₄O₃
• Molecular Weight: 218.25
• Mol file: 40838-18-4.mol

Synonyms:.beta.-D-erythro-Hex-2-enopyranose, 1,6-anhydro-2,3-dideoxy-4-O-(phenylmethyl)-

Chemical Property of .beta.-D-erythro-Hex-2-enopyranose, 1,6-anhydro-2,3-dideoxy-4-O-(phenylmethyl)-

Chemical Property:

• Boiling Point: 329.7±42.0 °C(Predicted)
• Density: 1.20±0.1 g/cm3(Predicted)

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of .beta.-D-erythro-Hex-2-enopyranose, 1,6-anhydro-2,3-dideoxy-4-O-(phenylmethyl)-

There total 14 articles about .beta.-D-erythro-Hex-2-enopyranose, 1,6-anhydro-2,3-dideoxy-4-O-(phenylmethyl)- 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: 97.0%

1,6-anhydro-2-chloro-β-D-erythro-hex-3-enopyranose (161365-77-1) + benzyl alcohol (100-51-6,185532-71-2) → 1,6-anhydro-4-O-benzyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranose (40838-18-4)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; for 2h; Ambient temperature;

DOI:10.3987/COM-94-6864

Reference yield: 80.0%

3,4-di-O-benzyl-D-glucal (58871-10-6) → 1,6-anhydro-4-O-benzyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranose (40838-18-4)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1016/0008-6215(92)80047-5

Reference yield: 79.0%

4-O-benzyl-1,6:2,3-dianhydro-β-D-mannopyranose (33208-47-8) → 1,6-anhydro-4-O-benzyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranose (40838-18-4)

Guidance literature:

With N-methyl-1,3-benzothiazole-2(3H)-selone; trifluoroessigsaeure; In dichloromethane; at 25 ℃; for 10h;

DOI:10.1055/s-1980-29149

upstream raw materials:

4-O-benzyl-1,6:2,3-dianhydro-β-D-mannopyranose

1,6-anhydro-2,3-dideoxy-β-D-erythro-hex-2-enopyranose

benzyl bromide

3,4-di-O-benzyl-D-glucal

Downstream raw materials:

Acetic acid (1R,2R,3S,4R,5R)-2-benzyloxy-4-bromo-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester

4-O-benzyl-1,6:2,3-dianhydro-β-D-allopyranoside

4-O-benzyl-1,6:2,3-dianhydro-β-D-mannopyranose

1,6-anhydro-4-O-benzyl-β-D-allopyranose