(S)-1,1-diethyl 6-methyl 6-(benzyloxycarbonylamino)-4-(tosyloxyimino)-hexane-1,1,6-tricarboxylate

Base Information

Chemical Name:(S)-1,1-diethyl 6-methyl 6-(benzyloxycarbonylamino)-4-(tosyloxyimino)-hexane-1,1,6-tricarboxylate
CAS No.:1428261-03-3
Molecular Formula:C₂₉H₃₆N₂O₁₁S
Molecular Weight:620.678
Hs Code.:

Synonyms:(S)-1,1-diethyl 6-methyl 6-(benzyloxycarbonylamino)-4-(tosyloxyimino)-hexane-1,1,6-tricarboxylate

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Chemical Property of (S)-1,1-diethyl 6-methyl 6-(benzyloxycarbonylamino)-4-(tosyloxyimino)-hexane-1,1,6-tricarboxylate

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Technology Process of (S)-1,1-diethyl 6-methyl 6-(benzyloxycarbonylamino)-4-(tosyloxyimino)-hexane-1,1,6-tricarboxylate

There total 6 articles about (S)-1,1-diethyl 6-methyl 6-(benzyloxycarbonylamino)-4-(tosyloxyimino)-hexane-1,1,6-tricarboxylate 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: 87.0%

: 1428261-02-2
(S)-1,1-diethyl 6-methyl 6-(benzyloxycarbonylamino)-4-(hydroxyimino)-hexane-1,1,6-tricarboxylate

: 98-59-9
p-toluenesulfonyl chloride

: 1428261-03-3
(S)-1,1-diethyl 6-methyl 6-(benzyloxycarbonylamino)-4-(tosyloxyimino)-hexane-1,1,6-tricarboxylate

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1016/j.tetlet.2013.01.130

Reference yield:

: 23632-66-8
(4S)-3-benzyloxycarbonyl-4-carboxymethyl-1,3-oxazolidin-5-one

: 1428261-03-3
(S)-1,1-diethyl 6-methyl 6-(benzyloxycarbonylamino)-4-(tosyloxyimino)-hexane-1,1,6-tricarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: methanol / 5.5 h / -10 - 20 °C

2: oxalyl dichloride / toluene

3: trans benzyl(chloro)bis(triphenylphosphine)palladium(II) / toluene / 3 h / Reflux

4: potassium carbonate / dichloromethane / 4 h / Reflux

5: hydroxylamine hydrochloride / ethanol / 1 h / Reflux

6: triethylamine / dichloromethane / 4 h / 20 °C

With oxalyl dichloride; trans benzyl(chloro)bis(triphenylphosphine)palladium(II); hydroxylamine hydrochloride; potassium carbonate; triethylamine; In methanol; ethanol; dichloromethane; toluene;
DOI:10.1016/j.tetlet.2013.01.130

Reference yield:

: 1152-61-0
N-Cbz-L-Asp

: 1428261-03-3
(S)-1,1-diethyl 6-methyl 6-(benzyloxycarbonylamino)-4-(tosyloxyimino)-hexane-1,1,6-tricarboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: toluene-4-sulfonic acid / toluene / 2 h / Reflux

2: methanol / 5.5 h / -10 - 20 °C

3: oxalyl dichloride / toluene

4: trans benzyl(chloro)bis(triphenylphosphine)palladium(II) / toluene / 3 h / Reflux

5: potassium carbonate / dichloromethane / 4 h / Reflux

6: hydroxylamine hydrochloride / ethanol / 1 h / Reflux

7: triethylamine / dichloromethane / 4 h / 20 °C

With oxalyl dichloride; trans benzyl(chloro)bis(triphenylphosphine)palladium(II); hydroxylamine hydrochloride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; In methanol; ethanol; dichloromethane; toluene;
DOI:10.1016/j.tetlet.2013.01.130