(7R,8R,9S)-2-aza-9-benzyloxy-7,8-(dimethylmethylenedioxy)-2-N-mesyl-5-oxaspiro[3.5]nonane

Base Information

Chemical Name:(7R,8R,9S)-2-aza-9-benzyloxy-7,8-(dimethylmethylenedioxy)-2-N-mesyl-5-oxaspiro[3.5]nonane
CAS No.:876374-20-8
Molecular Formula:C₁₈H₂₅NO₆S
Molecular Weight:383.466
Hs Code.:

Synonyms:(7R,8R,9S)-2-aza-9-benzyloxy-7,8-(dimethylmethylenedioxy)-2-N-mesyl-5-oxaspiro[3.5]nonane

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Chemical Property of (7R,8R,9S)-2-aza-9-benzyloxy-7,8-(dimethylmethylenedioxy)-2-N-mesyl-5-oxaspiro[3.5]nonane

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Technology Process of (7R,8R,9S)-2-aza-9-benzyloxy-7,8-(dimethylmethylenedioxy)-2-N-mesyl-5-oxaspiro[3.5]nonane

There total 3 articles about (7R,8R,9S)-2-aza-9-benzyloxy-7,8-(dimethylmethylenedioxy)-2-N-mesyl-5-oxaspiro[3.5]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: 64.0%

: 876374-19-5
3-O-benzyl-2-deoxy-4,5-O-isopropylidene-1-O-mesyl-2-mesylaminomethyl-β-D-fructopyranose

: 876374-20-8
(7R,8R,9S)-2-aza-9-benzyloxy-7,8-(dimethylmethylenedioxy)-2-N-mesyl-5-oxaspiro[3.5]nonane

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 2.5h;
DOI:10.1016/j.tet.2005.10.038

Reference yield:

: 364635-38-1
(3aR,6R,7S,7aR)-7-Benzyloxy-6-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-carbonitrile

: 876374-20-8
(7R,8R,9S)-2-aza-9-benzyloxy-7,8-(dimethylmethylenedioxy)-2-N-mesyl-5-oxaspiro[3.5]nonane

Guidance literature:: Multi-step reaction with 3 steps

1: LiAlH₄ / diethyl ether / 0 - 20 °C

2: pyridine / 24 h / 20 °C

3: 64 percent / sodium hydride / dimethylformamide / 2.5 h / 20 °C

With pyridine; lithium aluminium tetrahydride; sodium hydride; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.10.038

Reference yield:

: ((3aR,6R,7S,7aR)-6-Aminomethyl-7-benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-methanol

: 876374-20-8
(7R,8R,9S)-2-aza-9-benzyloxy-7,8-(dimethylmethylenedioxy)-2-N-mesyl-5-oxaspiro[3.5]nonane

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / 24 h / 20 °C

2: 64 percent / sodium hydride / dimethylformamide / 2.5 h / 20 °C

With pyridine; sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.10.038