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

Base Information

Chemical Name:(1’S)-dibenzyl C-(2,3,5,6-tetra-O-benzyl-α-D-galactofuranosyl)-1'-acetoxymethanephosphonate
CAS No.:1421705-33-0
Molecular Formula:C₅₁H₅₃O₁₀P
Molecular Weight:856.95
Hs Code.:

Synonyms:

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

Chemical Property:

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

There total 10 articles about (1’S)-dibenzyl C-(2,3,5,6-tetra-O-benzyl-α-D-galactofuranosyl)-1'-acetoxymethanephosphonate 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:

: 59-23-4
D-Galactose

: 1421705-33-0
(1’S)-dibenzyl C-(2,3,5,6-tetra-O-benzyl-α-D-galactofuranosyl)-1'-acetoxymethanephosphonate

Guidance literature:: Multi-step reaction with 8 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

8.1: pyridine; dmap / 2 h / 20 °C / Inert atmosphere

With pyridine; 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

: 1421705-33-0
(1’S)-dibenzyl C-(2,3,5,6-tetra-O-benzyl-α-D-galactofuranosyl)-1'-acetoxymethanephosphonate

Guidance literature:: Multi-step reaction with 6 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

6.1: pyridine; dmap / 2 h / 20 °C / Inert atmosphere

With pyridine; 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

Reference yield:

: 153093-36-8
2,3,4,5,6-penta-O-benzyl-aldehydo-D-galactose

: 1421705-33-0
(1’S)-dibenzyl C-(2,3,5,6-tetra-O-benzyl-α-D-galactofuranosyl)-1'-acetoxymethanephosphonate

Guidance literature:: Multi-step reaction with 5 steps

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

1.2: 0.5 h / 0 °C / Inert atmosphere

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

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

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

5.1: pyridine; dmap / 2 h / 20 °C / Inert atmosphere

With pyridine; dmap; potassium osmate(VI) dihydrate; methanesulfonamide; trifluoromethylsulfonic anhydride; sulfuric acid; camphor-10-sulfonic acid; sodium hydride; hydroquinidein 1,4-phthalazinediyl diether; In tetrahydrofuran; dichloromethane; water; acetone; mineral oil; tert-butyl alcohol; 1.1: |Horner-Wadsworth-Emmons Olefination / 1.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1002/chem.201202302