(3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-D-ido-heptitol-1-yl) dibenzyl phosphate

Base Information

Chemical Name:(3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-D-ido-heptitol-1-yl) dibenzyl phosphate
CAS No.:652993-95-8
Molecular Formula:C₄₄H₄₈NO₉P
Molecular Weight:765.84
Hs Code.:

Synonyms:(3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-D-ido-heptitol-1-yl) dibenzyl phosphate

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Chemical Property of (3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-D-ido-heptitol-1-yl) dibenzyl phosphate

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Technology Process of (3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-D-ido-heptitol-1-yl) dibenzyl phosphate

There total 7 articles about (3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-D-ido-heptitol-1-yl) dibenzyl phosphate 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%

: 108549-23-1
Dibenzyl N,N-diisopropylphosphoramidite

: 260551-11-9
3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-1-hydroxy-D-glycero-D-ido-heptitol

: 652993-95-8
(3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-D-ido-heptitol-1-yl) dibenzyl phosphate

Guidance literature:: Dibenzyl N,N-diisopropylphosphoramidite; 3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-1-hydroxy-D-glycero-D-ido-heptitol; With 1H-tetrazole; In dichloromethane; at 20 ℃; for 3h;

With tert.-butylhydroperoxide; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1002/ejoc.200400197

Reference yield:

: Phosphorous acid (2S,3S,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl ester dibenzyl ester

: 652993-95-8
(3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-D-ido-heptitol-1-yl) dibenzyl phosphate

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1081/CAR-120026465

Reference yield:

: 99701-75-4
(2-azido-3,4,6-tri-O-benzyl-1,2-dideoxy-α-D-glucopyranosyl) cyanide

: 652993-95-8
(3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-D-ido-heptitol-1-yl) dibenzyl phosphate

Guidance literature:: Multi-step reaction with 6 steps

1.1: triphenylphosphane / tetrahydrofuran / 1 h / 20 °C

2.1: 2.5 g / pyridine / 48 h / 20 °C

3.1: 50 percent / HCl / dioxane; H₂O / 20 h / 60 °C

4.1: carbonyldiimidazole / dimethylformamide / 2.5 h / 0 - 20 °C

4.2: 93 percent / dimethylformamide / 1.5 h / 20 °C

5.1: 93 percent / sodium borohydride / CH₂Cl₂; ethanol / 3 h / 0 - 20 °C

6.1: 1H-tetrazole / CH₂Cl₂ / 3 h / 20 °C

6.2: 87 percent / tBuOOH / CH₂Cl₂; various solvent(s) / 1 h / 20 °C

With pyridine; 1H-tetrazole; hydrogenchloride; sodium tetrahydroborate; triphenylphosphine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200400197