(1’S)-dibenzyl C-(2,3,5,6-tetra-O-benzyl-α-D-galactofuranosyl)hydroxymethanephosphonate

Base Information

Chemical Name:(1’S)-dibenzyl C-(2,3,5,6-tetra-O-benzyl-α-D-galactofuranosyl)hydroxymethanephosphonate
CAS No.:1421705-32-9
Molecular Formula:C₄₉H₅₁O₉P
Molecular Weight:814.912
Hs Code.:

Synonyms:(1’S)-dibenzyl C-(2,3,5,6-tetra-O-benzyl-α-D-galactofuranosyl)hydroxymethanephosphonate

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Chemical Property of (1’S)-dibenzyl C-(2,3,5,6-tetra-O-benzyl-α-D-galactofuranosyl)hydroxymethanephosphonate

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Technology Process of (1’S)-dibenzyl C-(2,3,5,6-tetra-O-benzyl-α-D-galactofuranosyl)hydroxymethanephosphonate

There total 8 articles about (1’S)-dibenzyl C-(2,3,5,6-tetra-O-benzyl-α-D-galactofuranosyl)hydroxymethanephosphonate 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: 90.0%

: 1421705-19-2
(1R,1'S)-1,1'-oxiranyl-1'-(dibenzylphosphinyl)-2,3,4,5,6-penta-O-benzyl-D-galacto-heptitol

: 1421705-32-9
(1’S)-dibenzyl C-(2,3,5,6-tetra-O-benzyl-α-D-galactofuranosyl)hydroxymethanephosphonate

Guidance literature:: With sulfuric acid; camphor-10-sulfonic acid; In water; acetone; at 20 - 50 ℃; for 64h; Inert atmosphere;
DOI:10.1002/chem.201202302

Reference yield:

: 59-23-4
D-Galactose

: 1421705-32-9
(1’S)-dibenzyl C-(2,3,5,6-tetra-O-benzyl-α-D-galactofuranosyl)hydroxymethanephosphonate

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydrogenchloride

2.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

2.2: 22 h / 20 °C / Inert atmosphere

3.1: mercury(II) oxide; mercury dichloride / acetone; water / 20 - 40 °C / Inert atmosphere

4.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

4.2: 0.5 h / 0 °C / Inert atmosphere

5.1: hydroquinidein 1,4-phthalazinediyl diether; potassium osmate(VI) dihydrate; methanesulfonamide / tert-butyl alcohol; water / 68 h / 20 °C / Inert atmosphere

6.1: dmap; trifluoromethylsulfonic anhydride / dichloromethane / 0 °C / Inert atmosphere

7.1: camphor-10-sulfonic acid; sulfuric acid / acetone; water / 64 h / 20 - 50 °C / Inert atmosphere

With hydrogenchloride; dmap; potassium osmate(VI) dihydrate; methanesulfonamide; trifluoromethylsulfonic anhydride; sulfuric acid; camphor-10-sulfonic acid; sodium hydride; hydroquinidein 1,4-phthalazinediyl diether; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; mineral oil; tert-butyl alcohol; 4.1: |Horner-Wadsworth-Emmons Olefination / 4.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1002/chem.201202302

Reference yield:

: C₄₄H₄₈O₅S₂

: 1421705-32-9
(1’S)-dibenzyl C-(2,3,5,6-tetra-O-benzyl-α-D-galactofuranosyl)hydroxymethanephosphonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: mercury(II) oxide; mercury dichloride / acetone; water / Inert atmosphere

2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

2.2: 0.5 h / 0 °C / Inert atmosphere

3.1: hydroquinidein 1,4-phthalazinediyl diether; potassium osmate(VI) dihydrate; methanesulfonamide / tert-butyl alcohol; water / 68 h / 20 °C / Inert atmosphere

4.1: dmap; trifluoromethylsulfonic anhydride / dichloromethane / 0 °C / Inert atmosphere

5.1: camphor-10-sulfonic acid; sulfuric acid / acetone; water / 64 h / 20 - 50 °C / Inert atmosphere

With dmap; potassium osmate(VI) dihydrate; methanesulfonamide; trifluoromethylsulfonic anhydride; sulfuric acid; camphor-10-sulfonic acid; sodium hydride; hydroquinidein 1,4-phthalazinediyl diether; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; dichloromethane; water; acetone; mineral oil; tert-butyl alcohol; 2.1: |Horner-Wadsworth-Emmons Olefination / 2.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1002/chem.201202302