di-tert-butyl (S)-2-[3-(benzyloxy)-2-(hydroxymethyl)-propyl]-2-imidodicarbonate

Base Information

Chemical Name:di-tert-butyl (S)-2-[3-(benzyloxy)-2-(hydroxymethyl)-propyl]-2-imidodicarbonate
CAS No.:1394849-56-9
Molecular Formula:C₂₁H₃₃NO₆
Molecular Weight:395.496
Hs Code.:

Synonyms:di-tert-butyl (S)-2-[3-(benzyloxy)-2-(hydroxymethyl)-propyl]-2-imidodicarbonate

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Chemical Property of di-tert-butyl (S)-2-[3-(benzyloxy)-2-(hydroxymethyl)-propyl]-2-imidodicarbonate

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Technology Process of di-tert-butyl (S)-2-[3-(benzyloxy)-2-(hydroxymethyl)-propyl]-2-imidodicarbonate

There total 7 articles about di-tert-butyl (S)-2-[3-(benzyloxy)-2-(hydroxymethyl)-propyl]-2-imidodicarbonate 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: 97.1%

: 1394849-55-8
di-tert-butyl (R)-2-[3-(Benzyloxy)-2-({[tert-butyl-(dimethyl)silyl]oxy}methyl)propyl]-2-imidodicarbonate

: 1394849-56-9
di-tert-butyl (S)-2-[3-(benzyloxy)-2-(hydroxymethyl)-propyl]-2-imidodicarbonate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 25 ℃; for 2h;
DOI:10.1021/op3001383

Reference yield:

: 117087-17-9
5-[(benzyloxy)methyl]-2,2-dimethyl-1,3-dioxane

: 1394849-56-9
di-tert-butyl (S)-2-[3-(benzyloxy)-2-(hydroxymethyl)-propyl]-2-imidodicarbonate

Guidance literature:: Multi-step reaction with 7 steps

1: hydrogenchloride / water; isopropyl alcohol / 3 h / 25 °C / Large scale

2: Lipase AS Amano from (Aspergillus niger) / dimethyl sulfoxide / 20 h / 37 °C / pH 7.5 / Enzymatic reaction

3: 2,6-dimethylpyridine / tetrahydrofuran / 1 h / -20 °C

4: potassium carbonate / methanol / 1 h / 25 °C

5: triethylamine / toluene / 1 h / -5 - 5 °C

6: caesium carbonate / 6 h / 25 - 75 °C

7: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 25 °C

With 2,6-dimethylpyridine; hydrogenchloride; Lipase AS Amano from (Aspergillus niger); tetrabutyl ammonium fluoride; potassium carbonate; caesium carbonate; triethylamine; In tetrahydrofuran; methanol; water; dimethyl sulfoxide; isopropyl alcohol; toluene;
DOI:10.1021/op3001383

Reference yield:

: 117087-18-0
2-((benzyloxy)methyl)propane-1,3-diol

: 1394849-56-9
di-tert-butyl (S)-2-[3-(benzyloxy)-2-(hydroxymethyl)-propyl]-2-imidodicarbonate

Guidance literature:: Multi-step reaction with 6 steps

1: Lipase AS Amano from (Aspergillus niger) / dimethyl sulfoxide / 20 h / 37 °C / pH 7.5 / Enzymatic reaction

2: 2,6-dimethylpyridine / tetrahydrofuran / 1 h / -20 °C

3: potassium carbonate / methanol / 1 h / 25 °C

4: triethylamine / toluene / 1 h / -5 - 5 °C

5: caesium carbonate / 6 h / 25 - 75 °C

6: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 25 °C

With 2,6-dimethylpyridine; Lipase AS Amano from (Aspergillus niger); tetrabutyl ammonium fluoride; potassium carbonate; caesium carbonate; triethylamine; In tetrahydrofuran; methanol; dimethyl sulfoxide; toluene;
DOI:10.1021/op3001383