2,3,4,5-tetra-O-benzyl-6-deoxy-6-hydroxylamino-D-altrose ethylene acetal

Base Information

Chemical Name:2,3,4,5-tetra-O-benzyl-6-deoxy-6-hydroxylamino-D-altrose ethylene acetal
CAS No.:1427016-86-1
Molecular Formula:C₃₆H₄₁NO₇
Molecular Weight:599.724
Hs Code.:

Synonyms:2,3,4,5-tetra-O-benzyl-6-deoxy-6-hydroxylamino-D-altrose ethylene acetal

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Chemical Property of 2,3,4,5-tetra-O-benzyl-6-deoxy-6-hydroxylamino-D-altrose ethylene acetal

Chemical Property:

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Technology Process of 2,3,4,5-tetra-O-benzyl-6-deoxy-6-hydroxylamino-D-altrose ethylene acetal

There total 9 articles about 2,3,4,5-tetra-O-benzyl-6-deoxy-6-hydroxylamino-D-altrose ethylene acetal 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:

: 173206-94-5
D-altrose propane-1,3-diyl dithioacetal

: 1427016-86-1
2,3,4,5-tetra-O-benzyl-6-deoxy-6-hydroxylamino-D-altrose ethylene acetal

Guidance literature:: Multi-step reaction with 9 steps

1.1: dmap / pyridine / 48 h / 35 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil; N,N-dimethyl-formamide / 0.5 h / 20 °C

2.2: 20 °C

3.1: sulfuric acid; methanol / dichloromethane / 20 °C

4.1: triethylamine / dichloromethane / 0 - 20 °C

5.1: N-Bromosuccinimide / acetonitrile / 1 h / 20 °C

6.1: potassium carbonate; methanol / 3 h / 20 °C

7.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.33 h / -70 °C

8.1: sodium hydrogencarbonate; hydroxylamine hydrochloride; methanol / 20 °C

9.1: sodium cyanoborohydride; hydrogenchloride; methanol / 20 °C / pH 3 - 4

With hydrogenchloride; methanol; dmap; N-Bromosuccinimide; oxalyl dichloride; sulfuric acid; hydroxylamine hydrochloride; sodium hydride; sodium cyanoborohydride; sodium hydrogencarbonate; potassium carbonate; triethylamine; In tetrahydrofuran; pyridine; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1021/jo400130p

Reference yield:

: 1427016-81-6
2,3,4,5-tetra-O-benzyl-D-altrose propane-1,3-diyl dithioacetal

: 1427016-86-1
2,3,4,5-tetra-O-benzyl-6-deoxy-6-hydroxylamino-D-altrose ethylene acetal

Guidance literature:: Multi-step reaction with 6 steps

1: triethylamine / dichloromethane / 0 - 20 °C

2: N-Bromosuccinimide / acetonitrile / 1 h / 20 °C

3: potassium carbonate; methanol / 3 h / 20 °C

4: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.33 h / -70 °C

5: sodium hydrogencarbonate; hydroxylamine hydrochloride; methanol / 20 °C

6: sodium cyanoborohydride; hydrogenchloride; methanol / 20 °C / pH 3 - 4

With hydrogenchloride; methanol; N-Bromosuccinimide; oxalyl dichloride; hydroxylamine hydrochloride; sodium cyanoborohydride; sodium hydrogencarbonate; potassium carbonate; triethylamine; In dichloromethane; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/jo400130p

Reference yield:

: 1427016-82-7
6-O-acetyl-2,3,4,5-tetra-O-benzyl-D-altrose propane-1,3-diyldithioacetal

: 1427016-86-1
2,3,4,5-tetra-O-benzyl-6-deoxy-6-hydroxylamino-D-altrose ethylene acetal

Guidance literature:: Multi-step reaction with 5 steps

1: N-Bromosuccinimide / acetonitrile / 1 h / 20 °C

2: potassium carbonate; methanol / 3 h / 20 °C

3: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.33 h / -70 °C

4: sodium hydrogencarbonate; hydroxylamine hydrochloride; methanol / 20 °C

5: sodium cyanoborohydride; hydrogenchloride; methanol / 20 °C / pH 3 - 4

With hydrogenchloride; methanol; N-Bromosuccinimide; oxalyl dichloride; hydroxylamine hydrochloride; sodium cyanoborohydride; sodium hydrogencarbonate; potassium carbonate; In dichloromethane; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/jo400130p