(2R,3R,4R,5R)-2-benzoyloxymethyl-3,4-dimethylmethylenedioxy-9-oxo-7-thioxo-1-oxa-6,8-diazaspiro[4.4]nonane

Base Information

Chemical Name:(2R,3R,4R,5R)-2-benzoyloxymethyl-3,4-dimethylmethylenedioxy-9-oxo-7-thioxo-1-oxa-6,8-diazaspiro[4.4]nonane
CAS No.:874460-75-0
Molecular Formula:C₁₇H₁₈N₂O₆S
Molecular Weight:378.406
Hs Code.:

Synonyms:(2R,3R,4R,5R)-2-benzoyloxymethyl-3,4-dimethylmethylenedioxy-9-oxo-7-thioxo-1-oxa-6,8-diazaspiro[4.4]nonane

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Chemical Property of (2R,3R,4R,5R)-2-benzoyloxymethyl-3,4-dimethylmethylenedioxy-9-oxo-7-thioxo-1-oxa-6,8-diazaspiro[4.4]nonane

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Technology Process of (2R,3R,4R,5R)-2-benzoyloxymethyl-3,4-dimethylmethylenedioxy-9-oxo-7-thioxo-1-oxa-6,8-diazaspiro[4.4]nonane

There total 7 articles about (2R,3R,4R,5R)-2-benzoyloxymethyl-3,4-dimethylmethylenedioxy-9-oxo-7-thioxo-1-oxa-6,8-diazaspiro[4.4]nonane 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: 74.0%

: methyl (6-O-benzoyl-2-deoxy-3,4-O-isopropylidene-α,β-D-ribo-hex-2-ulofuranosyl isothiocyanate)onate

: (2R,3R,4R,5S)-2-benzoyloxymethyl-3,4-dimethylmethylenedioxy-9-oxo-7-thioxo-1-oxa-6,8-diazaspiro[4.4]nonane

: 874460-75-0
(2R,3R,4R,5R)-2-benzoyloxymethyl-3,4-dimethylmethylenedioxy-9-oxo-7-thioxo-1-oxa-6,8-diazaspiro[4.4]nonane

Guidance literature:: With ammonia; In tetrahydrofuran; at 20 ℃; for 0.25h;
DOI:10.1016/j.tet.2005.09.128

Reference yield:

: 133886-01-8
2-azido-2-deoxy-6-O-benzyl-3,4-O-isopropylidene-β-D-psico-furanose

: 874460-75-0
(2R,3R,4R,5R)-2-benzoyloxymethyl-3,4-dimethylmethylenedioxy-9-oxo-7-thioxo-1-oxa-6,8-diazaspiro[4.4]nonane

Guidance literature:: Multi-step reaction with 6 steps

1: NaIO₄; RuCl₃*H₂O / 0.25 h / 20 °C

2: methanol; diethyl ether / 0.33 h / 0 °C

3: 95 percent / H₂ / Pd-C / 0.5 h / 20 °C

4: 65 percent / CaCO₃ / CHCl₃; H₂O / 72 h / 20 °C

5: NH₃ / tetrahydrofuran; H₂O / 0.17 h / 20 °C

6: tetrahydrofuran; H₂O

With ruthenium trichloride; sodium periodate; ammonia; hydrogen; calcium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; chloroform; water;
DOI:10.1016/S0040-4039(01)01845-7

Reference yield:

: (3aR,4S,6R,6aR)-4-Azido-6-benzoyloxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid

: 874460-75-0
(2R,3R,4R,5R)-2-benzoyloxymethyl-3,4-dimethylmethylenedioxy-9-oxo-7-thioxo-1-oxa-6,8-diazaspiro[4.4]nonane

Guidance literature:: Multi-step reaction with 5 steps

1: methanol; diethyl ether / 0.33 h / 0 °C

2: 95 percent / H₂ / Pd-C / 0.5 h / 20 °C

3: 65 percent / CaCO₃ / CHCl₃; H₂O / 72 h / 20 °C

4: NH₃ / tetrahydrofuran; H₂O / 0.17 h / 20 °C

5: tetrahydrofuran; H₂O

With ammonia; hydrogen; calcium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; chloroform; water;
DOI:10.1016/S0040-4039(01)01845-7