N-benzyloxycarbonyl-3-O-benzyyl-2,5-dideoxy-2,5-imino-D-mannitol

Base Information

Chemical Name:N-benzyloxycarbonyl-3-O-benzyyl-2,5-dideoxy-2,5-imino-D-mannitol
CAS No.:98260-71-0
Molecular Formula:C₂₁H₂₅NO₆
Molecular Weight:387.433
Hs Code.:

Synonyms:N-benzyloxycarbonyl-3-O-benzyyl-2,5-dideoxy-2,5-imino-D-mannitol

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Chemical Property of N-benzyloxycarbonyl-3-O-benzyyl-2,5-dideoxy-2,5-imino-D-mannitol

Chemical Property:

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Technology Process of N-benzyloxycarbonyl-3-O-benzyyl-2,5-dideoxy-2,5-imino-D-mannitol

There total 29 articles about N-benzyloxycarbonyl-3-O-benzyyl-2,5-dideoxy-2,5-imino-D-mannitol 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:

: 16895-86-6
3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose-5,6-carbonate

: 98260-71-0
N-benzyloxycarbonyl-3-O-benzyyl-2,5-dideoxy-2,5-imino-D-mannitol

Guidance literature:: Multi-step reaction with 11 steps

1: acid resin (Dowex 50W-XH) / methanol / 12 h / Heating

2: pyridine / CH₂Cl₂; pyridine / 0.25 h / -30 °C

3: sodium azide / dimethylformamide / 24 h / 50 °C

4: 80 percent / sodium metoxide / methanol / 6 h / Ambient temperature

5: 81 percent / pyridine / 4 h / from 0 deg C to room temp.

6: 94 percent / pyridine / 4 h / Ambient temperature

7: 82 percent / sodium methoxide / dimethylformamide / 0.08 h / 50 °C

8: sodium methoxide / dimethylformamide / 3 h / 50 °C

9: hydrogen / palladium black / ethanol / 1 h

10: aq. sodium bicarbonate / diethyl ether / 2 h / Ambient temperature

11: 1.) 50percent aq. trifluoroacetic acid, 2.) sodium borohydride / 1.) room temp., 15 ethanol, min; 2.) water, room temp., 10 min

With pyridine; sodium tetrahydroborate; sodium azide; acid resin (Dowex 50W-XH); hydrogen; sodium methylate; sodium hydrogencarbonate; trifluoroacetic acid; palladium; In pyridine; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)90034-1

Reference yield:

: 16895-87-7
methyl-3-O-benzyl-α-D-glucofuranoside-5,6-carbonate

: 98260-71-0
N-benzyloxycarbonyl-3-O-benzyyl-2,5-dideoxy-2,5-imino-D-mannitol

Guidance literature:: Multi-step reaction with 10 steps

1: pyridine / CH₂Cl₂; pyridine / 0.25 h / -30 °C

2: sodium azide / dimethylformamide / 24 h / 50 °C

3: 80 percent / sodium metoxide / methanol / 6 h / Ambient temperature

4: 81 percent / pyridine / 4 h / from 0 deg C to room temp.

5: 94 percent / pyridine / 4 h / Ambient temperature

6: 82 percent / sodium methoxide / dimethylformamide / 0.08 h / 50 °C

7: sodium methoxide / dimethylformamide / 3 h / 50 °C

8: hydrogen / palladium black / ethanol / 1 h

9: aq. sodium bicarbonate / diethyl ether / 2 h / Ambient temperature

10: 1.) 50percent aq. trifluoroacetic acid, 2.) sodium borohydride / 1.) room temp., 15 ethanol, min; 2.) water, room temp., 10 min

With pyridine; sodium tetrahydroborate; sodium azide; hydrogen; sodium methylate; sodium hydrogencarbonate; trifluoroacetic acid; palladium; In pyridine; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)90034-1

Reference yield:

: 100-39-0
benzyl bromide

: 98260-71-0
N-benzyloxycarbonyl-3-O-benzyyl-2,5-dideoxy-2,5-imino-D-mannitol

Guidance literature:: Multi-step reaction with 14 steps

1: tetrabutylammonium iodide, sodium hydride / tetrahydrofuran / 0.75 h / Heating

2: hydrochloric acid / methanol; H₂O / 20 h / Ambient temperature

3: sodium methoxide / 3 h / Heating

4: acid resin (Dowex 50W-XH) / methanol / 12 h / Heating

5: pyridine / CH₂Cl₂; pyridine / 0.25 h / -30 °C

6: sodium azide / dimethylformamide / 24 h / 50 °C

7: 80 percent / sodium metoxide / methanol / 6 h / Ambient temperature

8: 81 percent / pyridine / 4 h / from 0 deg C to room temp.

9: 94 percent / pyridine / 4 h / Ambient temperature

10: 82 percent / sodium methoxide / dimethylformamide / 0.08 h / 50 °C

11: sodium methoxide / dimethylformamide / 3 h / 50 °C

12: hydrogen / palladium black / ethanol / 1 h

13: aq. sodium bicarbonate / diethyl ether / 2 h / Ambient temperature

14: 1.) 50percent aq. trifluoroacetic acid, 2.) sodium borohydride / 1.) room temp., 15 ethanol, min; 2.) water, room temp., 10 min

With pyridine; hydrogenchloride; sodium tetrahydroborate; sodium azide; acid resin (Dowex 50W-XH); hydrogen; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; trifluoroacetic acid; palladium; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)90034-1