phenyl 4-O-(3-azidopropyl)-2,3-di-O-benzyl-6-deoxy-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 4-O-(3-azidopropyl)-2,3-di-O-benzyl-6-deoxy-1-thio-β-D-glucopyranoside
CAS No.:868258-82-6
Molecular Formula:C₂₉H₃₃N₃O₄S
Molecular Weight:519.665
Hs Code.:

Synonyms:phenyl 4-O-(3-azidopropyl)-2,3-di-O-benzyl-6-deoxy-1-thio-β-D-glucopyranoside

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

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Chemical Property of phenyl 4-O-(3-azidopropyl)-2,3-di-O-benzyl-6-deoxy-1-thio-β-D-glucopyranoside

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Technology Process of phenyl 4-O-(3-azidopropyl)-2,3-di-O-benzyl-6-deoxy-1-thio-β-D-glucopyranoside

There total 4 articles about phenyl 4-O-(3-azidopropyl)-2,3-di-O-benzyl-6-deoxy-1-thio-β-D-glucopyranoside 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:

: Toluene-4-sulfonic acid 3-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy)-propyl ester

: 868258-82-6
phenyl 4-O-(3-azidopropyl)-2,3-di-O-benzyl-6-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 0 ℃;
DOI:10.1021/jm050368c

Reference yield:

: 868258-80-4
phenyl 4-O-allyl-2,3-di-O-benzyl-6-deoxy-1-thio-β-D-glucopyranoside

: 868258-82-6
phenyl 4-O-(3-azidopropyl)-2,3-di-O-benzyl-6-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: BH₃*THF / tetrahydrofuran / 1 h / 20 °C

1.2: 53 percent / H₂O₂; aq. NaOH / tetrahydrofuran / 0.17 h / 0 °C

2.1: Et₃N; DMAP / CH₂Cl₂ / 0 - 20 °C

3.1: 0.13 g / NaN₃ / dimethylformamide / 0 °C

With dmap; sodium azide; borane-THF; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm050368c

Reference yield:

: 868258-81-5
phenyl 2,3-di-O-benzyl-6-deoxy-4-O-(3-hydroxypropyl)-1-thio-β-D-glucopyranoside

: 868258-82-6
phenyl 4-O-(3-azidopropyl)-2,3-di-O-benzyl-6-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N; DMAP / CH₂Cl₂ / 0 - 20 °C

2: 0.13 g / NaN₃ / dimethylformamide / 0 °C

With dmap; sodium azide; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm050368c