<2R,3S,4R,5S>-2-Benzyloxymethyl-3,4-dihydroxy-1-oxa-6,8-diazaspiro<4.4>nonane-7,9-dione

Base Information

Chemical Name:<2R,3S,4R,5S>-2-Benzyloxymethyl-3,4-dihydroxy-1-oxa-6,8-diazaspiro<4.4>nonane-7,9-dione
CAS No.:130607-24-8
Molecular Formula:C₁₄H₁₆N₂O₆
Molecular Weight:308.291
Hs Code.:

Synonyms:<2R,3S,4R,5S>-2-Benzyloxymethyl-3,4-dihydroxy-1-oxa-6,8-diazaspiro<4.4>nonane-7,9-dione

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Chemical Property of <2R,3S,4R,5S>-2-Benzyloxymethyl-3,4-dihydroxy-1-oxa-6,8-diazaspiro<4.4>nonane-7,9-dione

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Technology Process of <2R,3S,4R,5S>-2-Benzyloxymethyl-3,4-dihydroxy-1-oxa-6,8-diazaspiro<4.4>nonane-7,9-dione

There total 11 articles about <2R,3S,4R,5S>-2-Benzyloxymethyl-3,4-dihydroxy-1-oxa-6,8-diazaspiro<4.4>nonane-7,9-dione 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: 96.0%

: 133908-92-6
<2R,3R,4R,5S>-6-N-Acetyl-2-benzyloxymethyl-3,4-dihydroxy-1-oxa-6,8-diazaspiro<4.4>nonane-7,9-dione

: 130607-24-8
<2R,3S,4R,5S>-2-Benzyloxymethyl-3,4-dihydroxy-1-oxa-6,8-diazaspiro<4.4>nonane-7,9-dione

Guidance literature:: With hydrazine hydrate; In methanol; for 1h; Ambient temperature;
DOI:10.1016/S0040-4020(01)96124-1

Reference yield:

: 129744-45-2
[5S-(5α,7α,8β,9β)]-7-(benzyloxymethyl)-8,9-isopropylidenedioxy-6-oxa-1,3-diazaspiro[4.4]nonane-2,4-dione

: 130607-24-8
<2R,3S,4R,5S>-2-Benzyloxymethyl-3,4-dihydroxy-1-oxa-6,8-diazaspiro<4.4>nonane-7,9-dione

: 130607-23-7
<2R,3S,4R,5R>-2-Benzyloxymethyl-3,4-dihydroxy-1-oxa-6,8-diazaspiro<4.4>nonane-7,9-dione

Guidance literature:: With Dowex 50W(H+); In methanol; water; at 50 ℃; for 2h; Yield given. Yields of byproduct given;
DOI:10.1016/S0040-4020(01)96124-1

Reference yield:

: 133886-04-1
2-β-Azido-2-deoxy-6-O-benzyl-1-didehydro-3,4-O-isopropylidene-D-psicofuranose

: 130607-24-8
<2R,3S,4R,5S>-2-Benzyloxymethyl-3,4-dihydroxy-1-oxa-6,8-diazaspiro<4.4>nonane-7,9-dione

Guidance literature:: Multi-step reaction with 8 steps

1: 11.00 g / NaClO₂, NaH₂PO₄*2H₂O, 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 2.5 h / Ambient temperature

2: ClCOOEt, NEt₃ / tetrahydrofuran / 0.17 h

3: NH₃ gas / tetrahydrofuran / 0.5 h / Ambient temperature

4: acetonitrile

5: acetonitrile / 5 h / Ambient temperature

6: pyridine, 4-N,N-dimethylaminopyridine / 20 h

7: 92 percent / Dowex 50W(H+) / methanol; H₂O / 0.17 h / 60 °C

8: 96 percent / N₂H₄*H₂O / methanol / 1 h / Ambient temperature

With pyridine; dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; Dowex 50W(H+); ammonia; chloroformic acid ethyl ester; hydrazine hydrate; triethylamine; In tetrahydrofuran; methanol; water; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)96124-1