methyl 2-benzyloxycarbonylamino-3-O-benzyl-2,6-dideoxy-β-L-gulofuranoside

Base Information

Chemical Name:methyl 2-benzyloxycarbonylamino-3-O-benzyl-2,6-dideoxy-β-L-gulofuranoside
CAS No.:113000-70-7
Molecular Formula:C₂₂H₂₇NO₆
Molecular Weight:401.459
Hs Code.:

Synonyms:

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Chemical Property of methyl 2-benzyloxycarbonylamino-3-O-benzyl-2,6-dideoxy-β-L-gulofuranoside

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Technology Process of methyl 2-benzyloxycarbonylamino-3-O-benzyl-2,6-dideoxy-β-L-gulofuranoside

There total 14 articles about methyl 2-benzyloxycarbonylamino-3-O-benzyl-2,6-dideoxy-β-L-gulofuranoside 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

: 113000-70-7
methyl 2-benzyloxycarbonylamino-3-O-benzyl-2,6-dideoxy-β-L-gulofuranoside

Guidance literature:: Multi-step reaction with 9 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

With pyridine; sodium azide; acid resin (Dowex 50W-XH); hydrogen; sodium methylate; palladium; In pyridine; methanol; 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

: 113000-70-7
methyl 2-benzyloxycarbonylamino-3-O-benzyl-2,6-dideoxy-β-L-gulofuranoside

Guidance literature:: Multi-step reaction with 8 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

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

Reference yield:

: 22529-61-9
(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

: 113000-70-7
methyl 2-benzyloxycarbonylamino-3-O-benzyl-2,6-dideoxy-β-L-gulofuranoside

Guidance literature:: Multi-step reaction with 10 steps

1: sodium methoxide / 3 h / Heating

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

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

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

5: 80 percent / sodium metoxide / methanol / 6 h / Ambient temperature

6: 81 percent / pyridine / 4 h / from 0 deg C to room temp.

7: 94 percent / pyridine / 4 h / Ambient temperature

8: 82 percent / sodium methoxide / dimethylformamide / 0.08 h / 50 °C

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

10: hydrogen / palladium black / ethanol / 1 h

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