2,3,4-tri-O-benzyl-β-L-arabinopyranosyl chloride

Base Information

• Chemical Name: 2,3,4-tri-O-benzyl-β-L-arabinopyranosyl chloride
• CAS No.: 1352717-86-2
• Molecular Formula: C₂₆H₂₇ClO₄
• Molecular Weight: 438.951
• Mol file: 1352717-86-2.mol

Synonyms:

Chemical Property of 2,3,4-tri-O-benzyl-β-L-arabinopyranosyl chloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4-tri-O-benzyl-β-L-arabinopyranosyl chloride

There total 4 articles about 2,3,4-tri-O-benzyl-β-L-arabinopyranosyl chloride 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:

C32H32O4S (1352718-31-0) → 2,3,4-tri-O-benzyl-β-L-arabinopyranosyl chloride (1352717-86-2)

Guidance literature:

C₃₂H₃₂O₄S; With N-Bromosuccinimide; water; In acetone; at 20 ℃; for 3h;

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/ejoc.201100861

Reference yield:

phenyl 2,3,4-tri-O-acetyl-1-thio-α-L-arabinopyranoside (52544-91-9,52544-92-0,62774-34-9,98461-49-5,107961-02-4,107961-33-1,110221-83-5) → 2,3,4-tri-O-benzyl-β-L-arabinopyranosyl chloride (1352717-86-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: methanol; sodium methylate / 4 h / 20 °C / pH 8 - 9

2.1: sodium hydride / N,N-dimethyl-formamide; paraffin oil / 1 h / 0 °C

2.2: 24 h / 0 - 20 °C

3.1: N-Bromosuccinimide; water / acetone / 3 h / 20 °C

3.2: 1 h / 20 °C

With methanol; N-Bromosuccinimide; water; sodium methylate; sodium hydride; In N,N-dimethyl-formamide; acetone; paraffin oil;

DOI:10.1002/ejoc.201100861

Reference yield:

C11H14O4S (1352718-30-9) → 2,3,4-tri-O-benzyl-β-L-arabinopyranosyl chloride (1352717-86-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; paraffin oil / 1 h / 0 °C

1.2: 24 h / 0 - 20 °C

2.1: N-Bromosuccinimide; water / acetone / 3 h / 20 °C

2.2: 1 h / 20 °C

With N-Bromosuccinimide; water; sodium hydride; In N,N-dimethyl-formamide; acetone; paraffin oil;

DOI:10.1002/ejoc.201100861

upstream raw materials:

phenyl 2,3,4-tri-O-acetyl-1-thio-α-L-arabinopyranoside

C₁₁H₁₄O₄S

C₃₂H₃₂O₄S

1,2,3,4-tetra-O-acetyl-L-arabinopyranose

Downstream raw materials:

methyl 2,3-di-O-methyl-4-O-(2,3,4-tri-O-benzyl-α-L-arabinopyranosyl)-α-D-glucopyranoside

methyl 2,3-di-O-methyl-6-O-(2,3,4-tri-O-benzyl-α-L-arabinopyranosyl)-α-D-glucopyranoside

Refernces