2,3,2',3',4',6'-hexa-O-benzyl-α,α-trehalose

Base Information

• Chemical Name: 2,3,2',3',4',6'-hexa-O-benzyl-α,α-trehalose
• CAS No.: 67693-18-9
• Molecular Formula: C₅₄H₅₈O₁₁
• Molecular Weight: 883.048
• Mol file: 67693-18-9.mol

Synonyms:

Chemical Property of 2,3,2',3',4',6'-hexa-O-benzyl-α,α-trehalose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,2',3',4',6'-hexa-O-benzyl-α,α-trehalose

There total 5 articles about 2,3,2',3',4',6'-hexa-O-benzyl-α,α-trehalose 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:

4,6-O-benzylidene-α,α’-trehalose → 2,3,2',3',4',6'-hexa-O-benzyl-α,α-trehalose (67693-18-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / Inert atmosphere

1.2: 16 h / 0 - 20 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane; methanol / 120 h / Inert atmosphere

With sodium hydride; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1080/14756366.2020.1837125

Reference yield:

TREHALOSE (99-20-7) → 2,3,2',3',4',6'-hexa-O-benzyl-α,α-trehalose (67693-18-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: camphor-10-sulfonic acid / N,N-dimethyl-formamide / 0.25 h / 90 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / Inert atmosphere

2.2: 16 h / 0 - 20 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane; methanol / 120 h / Inert atmosphere

With camphor-10-sulfonic acid; sodium hydride; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1080/14756366.2020.1837125

Reference yield:

2,3,4,6,2',3'-hexa-O-acetyl-4',6'-O-benzylidene-α,α-D-trehalose → 2,3,2',3',4',6'-hexa-O-benzyl-α,α-trehalose (67693-18-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium methylate / methanol / 1 h / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / Inert atmosphere

2.2: 16 h / 0 - 20 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane; methanol / 120 h / Inert atmosphere

With sodium methylate; sodium hydride; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1080/14756366.2020.1837125

upstream raw materials:

TREHALOSE

benzaldehyde dimethyl acetal

Downstream raw materials:

2,3,4,6,2',3',6'-hepta-O-benzyl-α,α-D-trehalose

2,3,2',3',4',6'-hexa-O-benzyl-6-O-(1-phenylethyl)-α,α-trehalose

O-(3-O-allyl-β-D-glucopyranosyl)-(1-4)-2,3-di-O-benzyl-6-O-(1-phenylethyl)-α-D-glucopyranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1-4)-2,3-di-O-benzyl-6-O-(1-phenylethyl)-α-D-glucopyranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside