methyl 3,4-di-O-benzyl-2-cyano-2-deoxy-α-L-arabinopyranoside

Base Information

• Chemical Name: methyl 3,4-di-O-benzyl-2-cyano-2-deoxy-α-L-arabinopyranoside
• CAS No.: 135735-86-3
• Molecular Formula: C₂₁H₂₃NO₄
• Molecular Weight: 353.418
• Mol file: 135735-86-3.mol

Synonyms:methyl 3,4-di-O-benzyl-2-cyano-2-deoxy-α-L-arabinopyranoside

Chemical Property of methyl 3,4-di-O-benzyl-2-cyano-2-deoxy-α-L-arabinopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3,4-di-O-benzyl-2-cyano-2-deoxy-α-L-arabinopyranoside

There total 4 articles about methyl 3,4-di-O-benzyl-2-cyano-2-deoxy-α-L-arabinopyranoside 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: 76.0%

methyl 3,4-di-O-benzyl-2-carbamoyl-2-deoxy-α-L-arabinopyranoside (135186-59-3) → methyl 3,4-di-O-benzyl-2-cyano-2-deoxy-α-L-arabinopyranoside (135735-86-3)

Guidance literature:

With pyridine; thionyl chloride; In benzene; Ambient temperature;

DOI:10.1016/0008-6215(91)84067-O

Reference yield:

Di-O-benzyl-L-1,5-anhydro-2-deoxy-erythro-pent-1-enitol (116661-77-9) → methyl 3,4-di-O-benzyl-2-cyano-2-deoxy-α-L-arabinopyranoside (135735-86-3)

Guidance literature:

Multi-step reaction with 4 steps

1: acetonitrile

3: 70 percent / naphthalene, Na / 1,2-dimethoxy-ethane / 0.17 h / -30 °C

4: 76 percent / thionyl chloride, pyridine / benzene / Ambient temperature

With pyridine; thionyl chloride; naphthalene; sodium; In 1,2-dimethoxyethane; acetonitrile; benzene;

DOI:10.1016/0008-6215(91)84067-O

Reference yield:

methyl 3,4-di-O-benzyl-2-deoxy-2-(tosylcarbamoyl)-α-L-arabinopyranoside (135735-83-0) → methyl 3,4-di-O-benzyl-2-cyano-2-deoxy-α-L-arabinopyranoside (135735-86-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / naphthalene, Na / 1,2-dimethoxy-ethane / 0.17 h / -30 °C

2: 76 percent / thionyl chloride, pyridine / benzene / Ambient temperature

With pyridine; thionyl chloride; naphthalene; sodium; In 1,2-dimethoxyethane; benzene;

DOI:10.1016/0008-6215(91)84067-O

upstream raw materials:

methyl 3,4-di-O-benzyl-2-carbamoyl-2-deoxy-α-L-arabinopyranoside

Di-O-benzyl-L-1,5-anhydro-2-deoxy-erythro-pent-1-enitol

methyl 3,4-di-O-benzyl-2-deoxy-2-(tosylcarbamoyl)-α-L-arabinopyranoside

Downstream raw materials:

methyl 2-acetamidomethyl-3,4-di-O-benzyl-2-deoxy-α-L-arabinopyranoside