3-[(2S)-2-azido-3-[(tert-butyldimethylsilyl)oxy]propyl]-1-(phenylsulfonyl)-2-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-1H-indole

Base Information

Chemical Name:3-[(2S)-2-azido-3-[(tert-butyldimethylsilyl)oxy]propyl]-1-(phenylsulfonyl)-2-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-1H-indole
CAS No.:252187-19-2
Molecular Formula:C₅₇H₆₄N₄O₈SSi
Molecular Weight:993.309
Hs Code.:

Synonyms:3-[(2S)-2-azido-3-[(tert-butyldimethylsilyl)oxy]propyl]-1-(phenylsulfonyl)-2-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-1H-indole

Suppliers and Price of 3-[(2S)-2-azido-3-[(tert-butyldimethylsilyl)oxy]propyl]-1-(phenylsulfonyl)-2-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-1H-indole

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 0 raw suppliers

Chemical Property of 3-[(2S)-2-azido-3-[(tert-butyldimethylsilyl)oxy]propyl]-1-(phenylsulfonyl)-2-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-1H-indole

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 3-[(2S)-2-azido-3-[(tert-butyldimethylsilyl)oxy]propyl]-1-(phenylsulfonyl)-2-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-1H-indole

There total 8 articles about 3-[(2S)-2-azido-3-[(tert-butyldimethylsilyl)oxy]propyl]-1-(phenylsulfonyl)-2-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-1H-indole 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: 92.0%

: 100-39-0
benzyl bromide

: 252187-18-1
3-[(2S)-2-azido-3-[(tert-butyldimethylsilyl)oxy]propyl]-1-(phenylsulfonyl)-2-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-1H-indole

: 252187-19-2
3-[(2S)-2-azido-3-[(tert-butyldimethylsilyl)oxy]propyl]-1-(phenylsulfonyl)-2-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-1H-indole

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1002/chem.200390163

Reference yield:

: 65827-59-0
2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl chloride

: 252187-19-2
3-[(2S)-2-azido-3-[(tert-butyldimethylsilyl)oxy]propyl]-1-(phenylsulfonyl)-2-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-1H-indole

Guidance literature:: Multi-step reaction with 3 steps

1.1: 94 percent / KO-t-Bu / tetrahydrofuran / 1 h / Heating

2.1: BuLi / tetrahydrofuran; hexane / 1.5 h / -78 °C

2.2: 63 percent / BF₃*OEt₂ / tetrahydrofuran; hexane / 20 h / -78 °C

3.1: 92 percent / NaH; nBu₄NI / dimethylformamide / 0 - 20 °C

With n-butyllithium; potassium tert-butylate; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1002/chem.200390163

Reference yield:

: 74372-90-0,112289-38-0,135202-48-1,148888-66-8,71696-32-7
1,2-anhydro-3,4,6-tri-O-benzyl-β-D-mannopyranose

: 252187-19-2
3-[(2S)-2-azido-3-[(tert-butyldimethylsilyl)oxy]propyl]-1-(phenylsulfonyl)-2-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-1H-indole

Guidance literature:: Multi-step reaction with 2 steps

1.1: BuLi / tetrahydrofuran; hexane / 1.5 h / -78 °C

1.2: 63 percent / BF₃*OEt₂ / tetrahydrofuran; hexane / 20 h / -78 °C

2.1: 92 percent / NaH; nBu₄NI / dimethylformamide / 0 - 20 °C

With n-butyllithium; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1002/chem.200390163