(2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-L-glycero-1-thia-α-D-mannoheptopyranoside

Base Information

• Chemical Name: (2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-L-glycero-1-thia-α-D-mannoheptopyranoside
• CAS No.: 1442422-63-0
• Molecular Formula: C₅₁H₅₆O₇S
• Molecular Weight: 813.067

Synonyms:(2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-L-glycero-1-thia-α-D-mannoheptopyranoside

Chemical Property of (2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-L-glycero-1-thia-α-D-mannoheptopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-L-glycero-1-thia-α-D-mannoheptopyranoside

There total 12 articles about (2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-L-glycero-1-thia-α-D-mannoheptopyranoside 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: 96.0%

(2-methyl-5-tert-butylphenyl) 2-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-L-glycero-1-thia-α-D-mannoheptopyranoside (1442422-62-9) + benzyl bromide (100-39-0) → (2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-L-glycero-1-thia-α-D-mannoheptopyranoside (1442422-63-0)

Guidance literature:

(2-methyl-5-tert-butylphenyl) 2-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-L-glycero-1-thia-α-D-mannoheptopyranoside; With di(n-butyl)tin oxide; In toluene; Inert atmosphere; Reflux;

benzyl bromide; With cesium fluoride; In N,N-dimethyl-formamide; at 20 ℃; for 20h; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2013.04.094

Reference yield:

methyl [(2-methyl-5-tertbutylphenyl)2-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-L-glycero-1-thia-a-D-mannoheptopyranosyl urinate] (1442422-61-8) → (2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-L-glycero-1-thia-α-D-mannoheptopyranoside (1442422-63-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 4.17 h / -78 °C / Inert atmosphere

2.1: di(n-butyl)tin oxide / toluene / Inert atmosphere; Reflux

2.2: 20 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; di(n-butyl)tin oxide; In tetrahydrofuran; toluene;

DOI:10.1016/j.tet.2013.04.094

Reference yield:

(2-methyl-5-tert-butylphenyl) 2-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenyl-methyl)-7-S-tris(thiophenol)-l-glycero-1-thia-α-D-thiomannoheptopyranoside (1442422-58-3) → (2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-L-glycero-1-thia-α-D-mannoheptopyranoside (1442422-63-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: copper(II) oxide; copper dichloride / dichloromethane; water / 4 h / 20 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 4.17 h / -78 °C / Inert atmosphere

3.1: di(n-butyl)tin oxide / toluene / Inert atmosphere; Reflux

3.2: 20 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; di(n-butyl)tin oxide; copper(II) oxide; copper dichloride; In tetrahydrofuran; dichloromethane; water; toluene;

DOI:10.1016/j.tet.2013.04.094

upstream raw materials:

(2-methyl-5-tert-butylphenyl) 2-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenyl-methyl)-7-S-tris(thiophenol)-l-glycero-1-thia-α-D-thiomannoheptopyranoside

methyl [(2-methyl-5-tertbutylphenyl)2-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-L-glycero-1-thia-a-D-mannoheptopyranosyl urinate]

(2-methyl-5-tert-butylphenyl) 2,3,4,6-tetra-O-acetyl-1-thia-α-D-mannopyranoside

(2-methyl-5-tert-butylphenyl) 1-thio-α-D-mannopyranoside

Downstream raw materials:

(2-methyl-5-tert-butylphenyl) 6-S-acetyl-2,7-di-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-D-glycero-1,6-dithio-α-D-mannoheptopyranoside

(2-methyl-5-tert-butylphenyl) 3-O-acetyl-2,7-di-O-benzyl-4-O,6-S-(1-cyano)benzylidene-D-glycero-1,6-dithio-α-D-mannoheptopyranoside

5-tert-butyloxycarbonylpentyl 3-O-acetyl-2,7-di-O-benzyl-4-O,6-S-(1-cyano)benzylidene-D-glycero-1-thia-α-D-mannoheptopyranoside

(2-methyl-5-tert-butylphenyl) 3,6-anhydro-2,7-di-O-benzyl-4-O-(p-methoxybenzyl)-L-glycero-1-thia-α-D-mannoheptopyranoside

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