6,6'-di-O-acetyl-4,4'-diazido-4,4'-dideoxy-2,2',3,3'-tetra-O-benzyl-α-D-trehalose

Base Information

Chemical Name:6,6'-di-O-acetyl-4,4'-diazido-4,4'-dideoxy-2,2',3,3'-tetra-O-benzyl-α-D-trehalose
CAS No.:441052-26-2
Molecular Formula:C₄₄H₄₈N₆O₁₁
Molecular Weight:836.899
Hs Code.:

Synonyms:6,6'-di-O-acetyl-4,4'-diazido-4,4'-dideoxy-2,2',3,3'-tetra-O-benzyl-α-D-trehalose

Suppliers and Price of 6,6'-di-O-acetyl-4,4'-diazido-4,4'-dideoxy-2,2',3,3'-tetra-O-benzyl-α-D-trehalose

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 1 raw suppliers

Chemical Property of 6,6'-di-O-acetyl-4,4'-diazido-4,4'-dideoxy-2,2',3,3'-tetra-O-benzyl-α-D-trehalose

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 6,6'-di-O-acetyl-4,4'-diazido-4,4'-dideoxy-2,2',3,3'-tetra-O-benzyl-α-D-trehalose

There total 8 articles about 6,6'-di-O-acetyl-4,4'-diazido-4,4'-dideoxy-2,2',3,3'-tetra-O-benzyl-α-D-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: 70.0%

: 108-24-7
acetic anhydride

: 441052-25-1
4,4'-diazido-4,4'-dideoxy-2,2',3,3',6,6'-hexa-O-benzyl-α-D-trehalose

: 441052-26-2
6,6'-di-O-acetyl-4,4'-diazido-4,4'-dideoxy-2,2',3,3'-tetra-O-benzyl-α-D-trehalose

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 - 20 ℃;
DOI:10.1021/ol026095m

Reference yield:

: 100-39-0
benzyl bromide

: 441052-26-2
6,6'-di-O-acetyl-4,4'-diazido-4,4'-dideoxy-2,2',3,3'-tetra-O-benzyl-α-D-trehalose

Guidance literature:: Multi-step reaction with 7 steps

1.1: 59 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran

2.1: 73 percent / BH₃-NMe₃; AlCl₃ / tetrahydrofuran

3.1: oxalyl chloride; dimethyl sulfoxide / CH₂Cl₂ / 0.5 h / -65 - -45 °C

3.2: Et₃N / CH₂Cl₂ / 0.5 h / -45 - 0 °C

4.1: L-Selectride / methanol

5.1: pyridine; 4-(dimethylamino)pyridine / 0 - 20 °C

6.1: sodium azide / dimethylformamide / 80 °C

7.1: 70 percent / trimethylsilyl triflate / CH₂Cl₂ / -78 - 20 °C

With pyridine; dmap; aluminium trichloride; sodium azide; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; trimethylamine-borane; tetra-(n-butyl)ammonium iodide; L-Selectride; sodium hydride; dimethyl sulfoxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 3.1: Swern oxidation;
DOI:10.1021/ol026095m

Reference yield:

: 136090-72-7
2,3,6-Tri-O-benzyl-α-D-glucopyranosyl 2,3,6-tri-O-benzyl-α-D-glucopyranoside

: 441052-26-2
6,6'-di-O-acetyl-4,4'-diazido-4,4'-dideoxy-2,2',3,3'-tetra-O-benzyl-α-D-trehalose

Guidance literature:: Multi-step reaction with 5 steps

1.1: oxalyl chloride; dimethyl sulfoxide / CH₂Cl₂ / 0.5 h / -65 - -45 °C

1.2: Et₃N / CH₂Cl₂ / 0.5 h / -45 - 0 °C

2.1: L-Selectride / methanol

3.1: pyridine; 4-(dimethylamino)pyridine / 0 - 20 °C

4.1: sodium azide / dimethylformamide / 80 °C

5.1: 70 percent / trimethylsilyl triflate / CH₂Cl₂ / -78 - 20 °C

With pyridine; dmap; sodium azide; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; L-Selectride; dimethyl sulfoxide; In methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Swern oxidation;
DOI:10.1021/ol026095m