(S)-2-Azido-2-((3aR,5R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethanol

Base Information

Chemical Name:(S)-2-Azido-2-((3aR,5R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethanol
CAS No.:881894-82-2
Molecular Formula:C₁₆H₂₁N₃O₅
Molecular Weight:335.36
Hs Code.:

Synonyms:(S)-2-Azido-2-((3aR,5R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethanol

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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 (S)-2-Azido-2-((3aR,5R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethanol

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Technology Process of (S)-2-Azido-2-((3aR,5R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethanol

There total 4 articles about (S)-2-Azido-2-((3aR,5R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethanol 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: 86.0%

: 881895-09-6
[(S)-2-Azido-2-((3aR,5R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethoxy]-tert-butyl-diphenyl-silane

: 881894-82-2
(S)-2-Azido-2-((3aR,5R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethanol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/ol0601996

Reference yield:

: 881895-08-5
Trifluoro-methanesulfonic acid (R)-1-((3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl ester

: 881894-82-2
(S)-2-Azido-2-((3aR,5R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethanol

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / sodium azide / dimethylformamide / 6 h / 20 °C

2: 86 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With sodium azide; tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ol0601996

Reference yield:

: 57099-04-4
3-O-benzyl-1,2-O-isopropylidene-α-D-allofuranose

: 881894-82-2
(S)-2-Azido-2-((3aR,5R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethanol

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / pyridine / 2 h / 20 °C

2: 93 percent / pyridine / CH₂Cl₂ / 0.5 h

3: 94 percent / sodium azide / dimethylformamide / 6 h / 20 °C

4: 86 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With pyridine; sodium azide; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol0601996