(1S,2R,3R,4R,5R)-2,3,4-trihydroxy-6-oxa-N-(N'-phenylcarbamoyl)-nor-tropane

Base Information

Chemical Name:(1S,2R,3R,4R,5R)-2,3,4-trihydroxy-6-oxa-N-(N'-phenylcarbamoyl)-nor-tropane
CAS No.:948049-27-2
Molecular Formula:C₁₃H₁₆N₂O₅
Molecular Weight:280.28
Hs Code.:

Synonyms:(1S,2R,3R,4R,5R)-2,3,4-trihydroxy-6-oxa-N-(N'-phenylcarbamoyl)-nor-tropane

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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 (1S,2R,3R,4R,5R)-2,3,4-trihydroxy-6-oxa-N-(N'-phenylcarbamoyl)-nor-tropane

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Technology Process of (1S,2R,3R,4R,5R)-2,3,4-trihydroxy-6-oxa-N-(N'-phenylcarbamoyl)-nor-tropane

There total 14 articles about (1S,2R,3R,4R,5R)-2,3,4-trihydroxy-6-oxa-N-(N'-phenylcarbamoyl)-nor-tropane 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%

: 948049-33-0
(1S,2R,3R,4R,5R)-2,3,4-triacetoxy-N-(N-phenylcarbamoyl)-6-oxa-nor-tropane

: 948049-27-2
(1S,2R,3R,4R,5R)-2,3,4-trihydroxy-6-oxa-N-(N'-phenylcarbamoyl)-nor-tropane

Guidance literature:: With sodium methylate; In methanol; at 20 ℃; for 0.5h;
DOI:10.1016/j.tet.2007.05.085

Reference yield:

: 948049-31-8
(1S,2R,3S,4R,5R)-2,4-diacetoxy-3-benzyloxy-N-(N-phenylcarbamoyl)-6-oxa-nor-tropane

: 948049-27-2
(1S,2R,3R,4R,5R)-2,3,4-trihydroxy-6-oxa-N-(N'-phenylcarbamoyl)-nor-tropane

Guidance literature:: Multi-step reaction with 5 steps

1: hydrogen / Pd(OH)2 / ethanol / 1 h / atmospheric pressure

2: pyridine / CH₂Cl₂ / 0.5 h / -25 °C

3: 130.7 mg / NaNO₂ / dimethylformamide / 18 h / 20 °C

4: 90 percent / pyridine / 6 h / 20 °C

5: 86 percent / NaOMe / methanol / 0.5 h / 20 °C

With pyridine; hydrogen; sodium methylate; sodium nitrite; palladium dihydroxide; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2007.05.085

Reference yield:

: 714967-66-5
3,6-di-O-acetyl-5-deoxy-1,2-O-isopropylidene-5-(N'-phenylureido)-β-L-talofuranose

: 948049-27-2
(1S,2R,3R,4R,5R)-2,3,4-trihydroxy-6-oxa-N-(N'-phenylcarbamoyl)-nor-tropane

: 5-deoxy-5-(N'-phenylureido)-L-talofuranose

Guidance literature:: 3,6-di-O-acetyl-5-deoxy-1,2-O-isopropylidene-5-(N'-phenylureido)-β-L-talofuranose; With sodium methylate; In methanol;

With water; trifluoroacetic acid; at 0 ℃; for 0.25h; Further stages. Title compound not separated from byproducts.;
DOI:10.1002/ejoc.200300731