(2R,3S,4R,5S)-2-<(tert-butyldiphenylsiloxy)methyl>-3,4-dihydroxy-9-(p-methoxybenzyl)-1,6-dioxa-9-azaspiro<4.5>decane-7,10-dione diacetate ester

Base Information

Chemical Name:(2R,3S,4R,5S)-2-<(tert-butyldiphenylsiloxy)methyl>-3,4-dihydroxy-9-(p-methoxybenzyl)-1,6-dioxa-9-azaspiro<4.5>decane-7,10-dione diacetate ester
CAS No.:221459-73-0
Molecular Formula:C₃₆H₄₁NO₁₀Si
Molecular Weight:675.808
Hs Code.:

Synonyms:(2R,3S,4R,5S)-2-<(tert-butyldiphenylsiloxy)methyl>-3,4-dihydroxy-9-(p-methoxybenzyl)-1,6-dioxa-9-azaspiro<4.5>decane-7,10-dione diacetate ester

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Chemical Property of (2R,3S,4R,5S)-2-<(tert-butyldiphenylsiloxy)methyl>-3,4-dihydroxy-9-(p-methoxybenzyl)-1,6-dioxa-9-azaspiro<4.5>decane-7,10-dione diacetate ester

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Technology Process of (2R,3S,4R,5S)-2-<(tert-butyldiphenylsiloxy)methyl>-3,4-dihydroxy-9-(p-methoxybenzyl)-1,6-dioxa-9-azaspiro<4.5>decane-7,10-dione diacetate ester

There total 3 articles about (2R,3S,4R,5S)-2-<(tert-butyldiphenylsiloxy)methyl>-3,4-dihydroxy-9-(p-methoxybenzyl)-1,6-dioxa-9-azaspiro<4.5>decane-7,10-dione diacetate ester 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: 92.0%

: 221459-66-1
(2R,3S,4R,5S)-2-<(tert-butyldiphenylsiloxy)methyl>-3,4-dihydroxy-7-(p-methoxybenzyl)-1-oxa-7-azaspiro<4.4>nonane-6,9-dione, diacetate ester

: 221459-73-0
(2R,3S,4R,5S)-2-<(tert-butyldiphenylsiloxy)methyl>-3,4-dihydroxy-9-(p-methoxybenzyl)-1,6-dioxa-9-azaspiro<4.5>decane-7,10-dione diacetate ester

Guidance literature:: With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 0.333333h;
DOI:10.1021/jo982259u

Reference yield:

: 221459-60-5
(2S,5S)-2-<(tert-butyldiphenylsiloxy)methyl>-7-(p-methoxybenzyl)-1-oxa-7-azaspiro<4.4>non-3-ene-6,9-dione

: 221459-73-0
(2R,3S,4R,5S)-2-<(tert-butyldiphenylsiloxy)methyl>-3,4-dihydroxy-9-(p-methoxybenzyl)-1,6-dioxa-9-azaspiro<4.5>decane-7,10-dione diacetate ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) OsO₄, pyridine, 2.) pyridine, DMAP / 1.) THF, 0 deg C to room temp., 4 h, 2.) CH₂Cl₂, overnight

2: 92 percent / m-chloroperbenzoic acid, NaHCO₃ / CH₂Cl₂ / 0.33 h

With pyridine; dmap; osmium(VIII) oxide; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/jo982259u

Reference yield:

: 2-(tert-butyl-diphenyl-silanyloxymethyl)-7-(4-methoxy-benzyl)-4-phenylselanyl-1-oxa-7-aza-spiro[4.4]nonane-6,9-dione

: 221459-73-0
(2R,3S,4R,5S)-2-<(tert-butyldiphenylsiloxy)methyl>-3,4-dihydroxy-9-(p-methoxybenzyl)-1,6-dioxa-9-azaspiro<4.5>decane-7,10-dione diacetate ester

Guidance literature:: Multi-step reaction with 3 steps

1: NaIO₄, NaHCO₃ / methanol / 12 h / 0 °C

2: 1.) OsO₄, pyridine, 2.) pyridine, DMAP / 1.) THF, 0 deg C to room temp., 4 h, 2.) CH₂Cl₂, overnight

3: 92 percent / m-chloroperbenzoic acid, NaHCO₃ / CH₂Cl₂ / 0.33 h

With pyridine; dmap; sodium periodate; osmium(VIII) oxide; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane;
DOI:10.1021/jo982259u