tert-Butyl 1-(9-adenyl)-9(S)-(benzylamino)-1,5,6,7,8,9-hexadeoxy-6(S)-methyl-β-D-ribo-decofuranuronate

Base Information

Chemical Name:tert-Butyl 1-(9-adenyl)-9(S)-(benzylamino)-1,5,6,7,8,9-hexadeoxy-6(S)-methyl-β-D-ribo-decofuranuronate
CAS No.:160451-40-1
Molecular Formula:C₂₇H₃₈N₆O₅
Molecular Weight:526.636
Hs Code.:

Synonyms:tert-Butyl 1-(9-adenyl)-9(S)-(benzylamino)-1,5,6,7,8,9-hexadeoxy-6(S)-methyl-β-D-ribo-decofuranuronate

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Chemical Property of tert-Butyl 1-(9-adenyl)-9(S)-(benzylamino)-1,5,6,7,8,9-hexadeoxy-6(S)-methyl-β-D-ribo-decofuranuronate

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Technology Process of tert-Butyl 1-(9-adenyl)-9(S)-(benzylamino)-1,5,6,7,8,9-hexadeoxy-6(S)-methyl-β-D-ribo-decofuranuronate

There total 9 articles about tert-Butyl 1-(9-adenyl)-9(S)-(benzylamino)-1,5,6,7,8,9-hexadeoxy-6(S)-methyl-β-D-ribo-decofuranuronate 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: 81.0%

: 160451-39-8
tert-Butyl 1-(9-adenyl)-9(S)-(benzylamino)-2,3-di-O-acetyl-1,5,6,7,8,9-hexadeoxy-6(S)-methyl-β-D-ribo-decofuranuronate

: 160451-40-1
tert-Butyl 1-(9-adenyl)-9(S)-(benzylamino)-1,5,6,7,8,9-hexadeoxy-6(S)-methyl-β-D-ribo-decofuranuronate

Guidance literature:: With potassium carbonate; In methanol; at 0 ℃; for 2h;
DOI:10.1021/jo00094a033

Reference yield:

: 124288-82-0,124288-98-8
tert-Butyl -β-D-allo-decofuranosid>uronate

: 160451-40-1
tert-Butyl 1-(9-adenyl)-9(S)-(benzylamino)-1,5,6,7,8,9-hexadeoxy-6(S)-methyl-β-D-ribo-decofuranuronate

Guidance literature:: Multi-step reaction with 8 steps

1: 90 percent / K₂CO₃ / acetonitrile / 65 h / 35 °C

2: pyridine / 1 h / 0 °C

3: 1.) CuI / 1.) ether, 0 deg C, 5 min, 2.) 60 min

4: 90 percent / 4 M aq. HCl / dioxane / 20 h / Ambient temperature

5: 57 percent / CH₃COONa / 16 h

6: 67 percent / SnCl₄ / acetonitrile; 1,2-dichloro-ethane / 1.) r.t., 15 min, 2.) r.t., 17 h

7: phenol / acetonitrile / 2.33 h / electrolysis: -1.825 V

8: 81 percent / aq. K₂CO₃ / methanol / 2 h / 0 °C

With pyridine; hydrogenchloride; copper(l) iodide; sodium acetate; tin(IV) chloride; potassium carbonate; phenol; In 1,4-dioxane; methanol; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1021/jo00094a033

Reference yield:

: 124288-80-8
1,1-dimethylethyl amino>-2,3-O-(1-methylethylidene)-β-D-ribo-6-deculofuranosid>uronate

: 160451-40-1
tert-Butyl 1-(9-adenyl)-9(S)-(benzylamino)-1,5,6,7,8,9-hexadeoxy-6(S)-methyl-β-D-ribo-decofuranuronate

Guidance literature:: Multi-step reaction with 9 steps

1: 85 percent / L-selectride

2: 90 percent / K₂CO₃ / acetonitrile / 65 h / 35 °C

3: pyridine / 1 h / 0 °C

4: 1.) CuI / 1.) ether, 0 deg C, 5 min, 2.) 60 min

5: 90 percent / 4 M aq. HCl / dioxane / 20 h / Ambient temperature

6: 57 percent / CH₃COONa / 16 h

7: 67 percent / SnCl₄ / acetonitrile; 1,2-dichloro-ethane / 1.) r.t., 15 min, 2.) r.t., 17 h

8: phenol / acetonitrile / 2.33 h / electrolysis: -1.825 V

9: 81 percent / aq. K₂CO₃ / methanol / 2 h / 0 °C

With pyridine; hydrogenchloride; copper(l) iodide; sodium acetate; tin(IV) chloride; L-Selectride; potassium carbonate; phenol; In 1,4-dioxane; methanol; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1021/jo00094a033