methyl 2,4-di-O-benzyl-6-deoxy-α-L-talopyranoside

Base Information

• Chemical Name: methyl 2,4-di-O-benzyl-6-deoxy-α-L-talopyranoside
• CAS No.: 170742-88-8
• Molecular Formula: C₂₁H₂₆O₅
• Molecular Weight: 358.434
• Mol file: 170742-88-8.mol

Synonyms:

Chemical Property of methyl 2,4-di-O-benzyl-6-deoxy-α-L-talopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,4-di-O-benzyl-6-deoxy-α-L-talopyranoside

There total 5 articles about methyl 2,4-di-O-benzyl-6-deoxy-α-L-talopyranoside 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:

Acetic acid (2S,3R,4R,5R,6S)-3,5-bis-benzyloxy-2-chloro-6-methyl-tetrahydro-pyran-4-yl ester (170742-91-3) → methyl 2,4-di-O-benzyl-6-deoxy-α-L-talopyranoside (170742-88-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / potassium tert-butoxide / tetrahydrofuran / 2 h / Ambient temperature

2: boron trifluoride etherate / 0.5 h / Ambient temperature

With boron trifluoride diethyl etherate; potassium tert-butylate; In tetrahydrofuran;

DOI:10.1016/0008-6215(95)00030-W

Reference yield:

methyl 3-O-acetyl-2,4-di-O-benzyl-6-deoxy-α-L-talopyranoside (170742-89-9) → methyl 2,4-di-O-benzyl-6-deoxy-α-L-talopyranoside (170742-88-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 74 percent / acetic acid, H₂SO₄ / 5 h / Ambient temperature

2: 79 percent / HCl (gas) / diethyl ether / 2 h / Ambient temperature

3: 86 percent / potassium tert-butoxide / tetrahydrofuran / 2 h / Ambient temperature

4: boron trifluoride etherate / 0.5 h / Ambient temperature

With hydrogenchloride; sulfuric acid; boron trifluoride diethyl etherate; potassium tert-butylate; acetic acid; In tetrahydrofuran; diethyl ether;

DOI:10.1016/0008-6215(95)00030-W

Reference yield:

1,3-di-O-acetyl-2,4-di-O-benzyl-6-deoxy-α-L-talopyranose (170742-90-2) → methyl 2,4-di-O-benzyl-6-deoxy-α-L-talopyranoside (170742-88-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / HCl (gas) / diethyl ether / 2 h / Ambient temperature

2: 86 percent / potassium tert-butoxide / tetrahydrofuran / 2 h / Ambient temperature

3: boron trifluoride etherate / 0.5 h / Ambient temperature

With hydrogenchloride; boron trifluoride diethyl etherate; potassium tert-butylate; In tetrahydrofuran; diethyl ether;

DOI:10.1016/0008-6215(95)00030-W

upstream raw materials:

methanol

1,3-anhydro-2,4-di-O-benzyl-6-deoxy-β-L-talopyranose

methyl 4-O-benzyl-6-deoxy-α-L-talopyranoside

benzyl bromide

Downstream raw materials:

methyl 3-O-acetyl-2,4-di-O-benzyl-6-deoxy-α-L-talopyranoside