(2S,3R,4R,5R,6R)-3-Azido-5-benzyloxy-2-phenylsulfanyl-6-triethylsilanyloxymethyl-tetrahydro-pyran-4-ol

Base Information

Chemical Name:(2S,3R,4R,5R,6R)-3-Azido-5-benzyloxy-2-phenylsulfanyl-6-triethylsilanyloxymethyl-tetrahydro-pyran-4-ol
CAS No.:676227-83-1
Molecular Formula:C₂₅H₃₅N₃O₄SSi
Molecular Weight:501.722
Hs Code.:

Synonyms:(2S,3R,4R,5R,6R)-3-Azido-5-benzyloxy-2-phenylsulfanyl-6-triethylsilanyloxymethyl-tetrahydro-pyran-4-ol

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Chemical Property of (2S,3R,4R,5R,6R)-3-Azido-5-benzyloxy-2-phenylsulfanyl-6-triethylsilanyloxymethyl-tetrahydro-pyran-4-ol

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Technology Process of (2S,3R,4R,5R,6R)-3-Azido-5-benzyloxy-2-phenylsulfanyl-6-triethylsilanyloxymethyl-tetrahydro-pyran-4-ol

There total 7 articles about (2S,3R,4R,5R,6R)-3-Azido-5-benzyloxy-2-phenylsulfanyl-6-triethylsilanyloxymethyl-tetrahydro-pyran-4-ol 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%

: 994-30-9
triethylsilyl chloride

: 675876-42-3
(2S,3R,4R,5R,6R)-3-Azido-5-benzyloxy-6-hydroxymethyl-2-phenylsulfanyl-tetrahydro-pyran-4-ol

: 676227-83-1
(2S,3R,4R,5R,6R)-3-Azido-5-benzyloxy-2-phenylsulfanyl-6-triethylsilanyloxymethyl-tetrahydro-pyran-4-ol

Guidance literature:: With triethylamine; In dichloromethane;
DOI:10.1016/j.tetlet.2003.12.042

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 676227-83-1
(2S,3R,4R,5R,6R)-3-Azido-5-benzyloxy-2-phenylsulfanyl-6-triethylsilanyloxymethyl-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 5 steps

1: CSA / dimethylformamide; methanol / 80 °C

2: imidazole / dimethylformamide; methanol

3: BH₃*THF; Bu₂BOTf

4: aq. HF / acetonitrile

5: 92 percent / Et₃N / CH₂Cl₂

With 1H-imidazole; borane-THF; di-n-butylboryl trifluoromethanesulfonate; camphor-10-sulfonic acid; hydrogen fluoride; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tetlet.2003.12.042

Reference yield:

: 819798-39-5
phenyl-2-azido-2-deoxy-1-thio-β-D-galactopyranoside

: 676227-83-1
(2S,3R,4R,5R,6R)-3-Azido-5-benzyloxy-2-phenylsulfanyl-6-triethylsilanyloxymethyl-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 5 steps

1: CSA / dimethylformamide; methanol / 80 °C

2: imidazole / dimethylformamide; methanol

3: BH₃*THF; Bu₂BOTf

4: aq. HF / acetonitrile

5: 92 percent / Et₃N / CH₂Cl₂

With 1H-imidazole; borane-THF; di-n-butylboryl trifluoromethanesulfonate; camphor-10-sulfonic acid; hydrogen fluoride; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tetlet.2003.12.042