allyl 3,4-di-O-benzyl-2-O-chloroacetyl-α-L-rhamnopyranoside

Base Information

• Chemical Name: allyl 3,4-di-O-benzyl-2-O-chloroacetyl-α-L-rhamnopyranoside
• CAS No.: 119471-46-4
• Molecular Formula: C₂₅H₂₉ClO₆
• Molecular Weight: 460.955
• Mol file: 119471-46-4.mol

Synonyms:allyl 3,4-di-O-benzyl-2-O-chloroacetyl-α-L-rhamnopyranoside

Chemical Property of allyl 3,4-di-O-benzyl-2-O-chloroacetyl-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 3,4-di-O-benzyl-2-O-chloroacetyl-α-L-rhamnopyranoside

There total 1 articles about allyl 3,4-di-O-benzyl-2-O-chloroacetyl-α-L-rhamnopyranoside 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: 90.0%

allyl 3,4-di-O-benzyl-α-L-rhamnosylpyranose (119471-45-3) + Chloroacetic anhydride (541-88-8) → allyl 3,4-di-O-benzyl-2-O-chloroacetyl-α-L-rhamnopyranoside (119471-46-4)

Guidance literature:

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

DOI:10.1016/0008-6215(88)80077-6

Reference yield:

allyl 3,4-di-O-benzyl-2-O-chloroacetyl-α-L-rhamnopyranoside (119471-46-4) → 3,4-di-O-benzyl-2-O-chloroacetyl-α-L-rhamnopyranosyl fluoride (119471-49-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1,5-cyclo-octadienebisiridium hexafluorophosphate / tetrahydrofuran / 2 h

2: HgO, HgCl₂ / H₂O; acetone / 2 h

3: pyridine / 16 h / 25 °C

4: 94 percent / 70 percent HF / pyridine; CH₂Cl₂ / 2 h / 20 °C

With pyridine; hydrogen fluoride; mercury dichloride; mercury(II) oxide; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; In tetrahydrofuran; pyridine; dichloromethane; water; acetone;

DOI:10.1016/0008-6215(88)80077-6

Reference yield:

allyl 3,4-di-O-benzyl-2-O-chloroacetyl-α-L-rhamnopyranoside (119471-46-4) → 3,4-di-O-benzyl-2-O-chloroacetyl-α/β-L-rhamnopyranose

Guidance literature:

Multi-step reaction with 2 steps

1: 1,5-cyclo-octadienebisiridium hexafluorophosphate / tetrahydrofuran / 2 h

2: HgO, HgCl₂ / H₂O; acetone / 2 h

With mercury dichloride; mercury(II) oxide; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; In tetrahydrofuran; water; acetone;

DOI:10.1016/0008-6215(88)80077-6

upstream raw materials:

allyl 3,4-di-O-benzyl-α-L-rhamnosylpyranose

Chloroacetic anhydride

Downstream raw materials:

3,4-di-O-benzyl-2-O-chloroacetyl-α-L-rhamnopyranosyl fluoride

1-O-acetyl-3,4-di-O-benzyl-2-O-chloroacetyl-L-rhamnopyranose

methyl (3R)-3-<(3R)-3-(3,4-di-O-benzyl-2-O-chloroacetyl-α-L-rhamnopyranosyloxy)decanoyloxy>decanoate

methyl (3R)-3-<(3R)-3-<3,4-di-O-benzyl-2-O-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyloxy>decanoyloxy>decanoate