(2R,3R,4S,5R,6S)-2-Azidomethyl-4,5-dimethoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2R,3R,4S,5R,6S)-2-Azidomethyl-4,5-dimethoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol
CAS No.:511274-64-9
Molecular Formula:C₁₄H₁₉N₃O₄S
Molecular Weight:325.389
Hs Code.:

Synonyms:(2R,3R,4S,5R,6S)-2-Azidomethyl-4,5-dimethoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

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Chemical Property of (2R,3R,4S,5R,6S)-2-Azidomethyl-4,5-dimethoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

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Technology Process of (2R,3R,4S,5R,6S)-2-Azidomethyl-4,5-dimethoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

There total 3 articles about (2R,3R,4S,5R,6S)-2-Azidomethyl-4,5-dimethoxy-6-phenylsulfanyl-tetrahydro-pyran-3-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: 84.0%

: 870537-88-5
Toluene-4-sulfonic acid (2R,3R,4S,5R,6S)-3-hydroxy-4,5-dimethoxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

: 511274-64-9
(2R,3R,4S,5R,6S)-2-Azidomethyl-4,5-dimethoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

Guidance literature:: With sodium azide; 15-crown-5; In N,N-dimethyl-formamide; at 60 ℃; for 48h;
DOI:10.1021/jo051021k

Reference yield:

: 511274-40-1
(2R,3R,4S,5R,6S)-2-Hydroxymethyl-4,5-dimethoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

: 511274-64-9
(2R,3R,4S,5R,6S)-2-Azidomethyl-4,5-dimethoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / triethylamine / CH₂Cl₂ / 24 h / 20 °C

2: 84 percent / NaN₃; 15-crown-5 / dimethylformamide / 48 h / 60 °C

With sodium azide; 15-crown-5; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo051021k

Reference yield:

: 161391-28-2
phenyl 4,6-O-benzylidene-2,3-di-O-methyl-1-thio-β-D-glucopyranose

: 511274-64-9
(2R,3R,4S,5R,6S)-2-Azidomethyl-4,5-dimethoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / 10-camphorsulfonic acid / methanol / 48 h / 20 °C

2: 90 percent / triethylamine / CH₂Cl₂ / 24 h / 20 °C

3: 84 percent / NaN₃; 15-crown-5 / dimethylformamide / 48 h / 60 °C

With sodium azide; 15-crown-5; (1S)-10-camphorsulfonic acid; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo051021k