3,6-dideoxy-3,6-(N-benzylamino)-5,7-di-O-benzyl-1,2-O-isopropylidene-α-D-glycero-d-glucohepto-1,4-furanose

Base Information

Chemical Name:3,6-dideoxy-3,6-(N-benzylamino)-5,7-di-O-benzyl-1,2-O-isopropylidene-α-D-glycero-d-glucohepto-1,4-furanose
CAS No.:936947-84-1
Molecular Formula:C₃₁H₃₅NO₅
Molecular Weight:501.623
Hs Code.:

Synonyms:

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Chemical Property of 3,6-dideoxy-3,6-(N-benzylamino)-5,7-di-O-benzyl-1,2-O-isopropylidene-α-D-glycero-d-glucohepto-1,4-furanose

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Technology Process of 3,6-dideoxy-3,6-(N-benzylamino)-5,7-di-O-benzyl-1,2-O-isopropylidene-α-D-glycero-d-glucohepto-1,4-furanose

There total 7 articles about 3,6-dideoxy-3,6-(N-benzylamino)-5,7-di-O-benzyl-1,2-O-isopropylidene-α-D-glycero-d-glucohepto-1,4-furanose 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:

: 936947-80-7
(5-formyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl)-carbamic acid benzyl ester

: 936947-84-1
3,6-dideoxy-3,6-(N-benzylamino)-5,7-di-O-benzyl-1,2-O-isopropylidene-α-D-glycero-d-glucohepto-1,4-furanose

Guidance literature:: Multi-step reaction with 6 steps

1: 81 percent / ZnCl₂; ethylene diamine / CH₂Cl₂ / 2 h / 25 °C

2: 87 percent / methanesulfonyl azide; triethylamine / acetonitrile / 2 h / 25 °C

3: 78 percent / rhodium acetate / benzene / 0.33 h / Heating

4: H₂ / Pd/C / methanol / 12 h / 4137.18 Torr

5: LiAlH₄ / tetrahydrofuran; methanol / 2 h / 0 °C

6: NaH / methanol; tetrahydrofuran / 48 h / 80 °C

With lithium aluminium tetrahydride; hydrogen; sodium hydride; ethylenediamine; triethylamine; Methanesulfonyl azide; zinc(II) chloride; rhodium(II) acetate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; benzene;
DOI:10.1055/s-2007-970743

Reference yield:

: 3-benzyloxycarbonylamino-3-deoxy-1,2-O-isopropylidene-α-D-glucofuranose

: 936947-84-1
3,6-dideoxy-3,6-(N-benzylamino)-5,7-di-O-benzyl-1,2-O-isopropylidene-α-D-glycero-d-glucohepto-1,4-furanose

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / sodium metaperiodate / acetone; H₂O / 2 h / 0 °C

2: 81 percent / ZnCl₂; ethylene diamine / CH₂Cl₂ / 2 h / 25 °C

3: 87 percent / methanesulfonyl azide; triethylamine / acetonitrile / 2 h / 25 °C

4: 78 percent / rhodium acetate / benzene / 0.33 h / Heating

5: H₂ / Pd/C / methanol / 12 h / 4137.18 Torr

6: LiAlH₄ / tetrahydrofuran; methanol / 2 h / 0 °C

7: NaH / methanol; tetrahydrofuran / 48 h / 80 °C

With sodium periodate; lithium aluminium tetrahydride; hydrogen; sodium hydride; ethylenediamine; triethylamine; Methanesulfonyl azide; zinc(II) chloride; rhodium(II) acetate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetone; acetonitrile; benzene;
DOI:10.1055/s-2007-970743

Reference yield:

: 936947-83-0
ethyl-3,6-dideoxy-3,6-benzyloxycarbonylamino-1,2-O-isopropylidene-α-D-xylohept-5-ulofuranuronate

: 936947-84-1
3,6-dideoxy-3,6-(N-benzylamino)-5,7-di-O-benzyl-1,2-O-isopropylidene-α-D-glycero-d-glucohepto-1,4-furanose

Guidance literature:: Multi-step reaction with 3 steps

1: H₂ / Pd/C / methanol / 12 h / 4137.18 Torr

2: LiAlH₄ / tetrahydrofuran; methanol / 2 h / 0 °C

3: NaH / methanol; tetrahydrofuran / 48 h / 80 °C

With lithium aluminium tetrahydride; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol;
DOI:10.1055/s-2007-970743