(2R,4aR,6S,8S,8aS)-8-Azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-8-carbaldehyde

Base Information

Chemical Name:(2R,4aR,6S,8S,8aS)-8-Azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-8-carbaldehyde
CAS No.:676233-75-3
Molecular Formula:C₁₅H₁₇N₃O₅
Molecular Weight:319.317
Hs Code.:

Synonyms:(2R,4aR,6S,8S,8aS)-8-Azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-8-carbaldehyde

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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 (2R,4aR,6S,8S,8aS)-8-Azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-8-carbaldehyde

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Technology Process of (2R,4aR,6S,8S,8aS)-8-Azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-8-carbaldehyde

There total 1 articles about (2R,4aR,6S,8S,8aS)-8-Azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-8-carbaldehyde 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: 82.0%

: C₁₅H₁₇ClO₅

: 676233-75-3
(2R,4aR,6S,8S,8aS)-8-Azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-8-carbaldehyde

Guidance literature:: With sodium azide; tetramethlyammonium chloride; In N,N-dimethyl-formamide; at 80 ℃; for 4h;
DOI:10.1016/j.tetlet.2003.12.034

Reference yield: 100.0%

: 676233-75-3
(2R,4aR,6S,8S,8aS)-8-Azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-8-carbaldehyde

: 676233-76-4
((2R,4aR,6S,8R,8aS)-8-Azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-methanol

Guidance literature:: With sodium tetrahydroborate; In water; ethyl acetate;
DOI:10.1016/j.tetlet.2003.12.034

Reference yield:

: 676233-75-3
(2R,4aR,6S,8S,8aS)-8-Azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-8-carbaldehyde

: 676233-80-0
Toluene-4-sulfonic acid (2R,3S,4S,6S)-4-tert-butoxycarbonylamino-3-hydroxy-6-methoxy-4-methyl-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / NaBH₄ / H₂O; ethyl acetate

2: 92 percent / pyridine

3: NaBH₄ / dimethylsulfoxide / 8 h / 80 °C

4: Et₃N / tetrahydrofuran

5: 93 percent / aq. AcOH / 48 h

6: 90 percent / pyridine / 20 °C

With pyridine; sodium tetrahydroborate; acetic acid; triethylamine; In tetrahydrofuran; water; dimethyl sulfoxide; ethyl acetate;
DOI:10.1016/j.tetlet.2003.12.034