2-acetamido-1-azido-3-O-benzyl-4,6-O-benzylidene-5a-carba-1,2-dideoxy-Β-D-glucopyranose

Base Information

Chemical Name:2-acetamido-1-azido-3-O-benzyl-4,6-O-benzylidene-5a-carba-1,2-dideoxy-Β-D-glucopyranose
CAS No.:142790-00-9
Molecular Formula:C₂₃H₂₆N₄O₄
Molecular Weight:422.484
Hs Code.:

Synonyms:2-acetamido-1-azido-3-O-benzyl-4,6-O-benzylidene-5a-carba-1,2-dideoxy-Β-D-glucopyranose

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Chemical Property of 2-acetamido-1-azido-3-O-benzyl-4,6-O-benzylidene-5a-carba-1,2-dideoxy-Β-D-glucopyranose

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Technology Process of 2-acetamido-1-azido-3-O-benzyl-4,6-O-benzylidene-5a-carba-1,2-dideoxy-Β-D-glucopyranose

There total 8 articles about 2-acetamido-1-azido-3-O-benzyl-4,6-O-benzylidene-5a-carba-1,2-dideoxy-Β-D-glucopyranose 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:

: 1125-88-8
benzaldehyde dimethyl acetal

: 142790-00-9
2-acetamido-1-azido-3-O-benzyl-4,6-O-benzylidene-5a-carba-1,2-dideoxy-Β-D-glucopyranose

Guidance literature:: Multi-step reaction with 6 steps

1: p-TsOH / dimethylformamide / 2 h / 60 °C

2: aq. sodium phosphoric acid, sodium phosphinic acid, m-chloroperoxybenzoic acid / CH₂Cl₂ / 2 h / Ambient temperature

3: 1) NaH / 1) DMF, r.t., 1 h, 2) DMF, 1 h

4: 82 percent / NaN₃ / dimethylformamide / 48 h / 110 °C

5: pyridine / 3 h / Ambient temperature

With pyridine; sodium hypophosphite; sodium azide; sodium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; sodium phosphate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90491-9

Reference yield:

: (2aR,5R,6aR,7S)-5-Phenyl-hexahydro-1,4,6-trioxa-cyclopropa[b]naphthalen-7-ol

: 142790-00-9
2-acetamido-1-azido-3-O-benzyl-4,6-O-benzylidene-5a-carba-1,2-dideoxy-Β-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 1) NaH / 1) DMF, r.t., 1 h, 2) DMF, 1 h

2: 82 percent / NaN₃ / dimethylformamide / 48 h / 110 °C

3: pyridine / 3 h / Ambient temperature

With pyridine; sodium azide; sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90491-9

Reference yield:

: 108867-01-2
(1S)-(-)-(1,3/2)-2,3-diacetoxy-4-cyclohexene-1-carboxylic acid

: 142790-00-9
2-acetamido-1-azido-3-O-benzyl-4,6-O-benzylidene-5a-carba-1,2-dideoxy-Β-D-glucopyranose

Guidance literature:: Multi-step reaction with 7 steps

1: LiAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

2: p-TsOH / dimethylformamide / 2 h / 60 °C

3: aq. sodium phosphoric acid, sodium phosphinic acid, m-chloroperoxybenzoic acid / CH₂Cl₂ / 2 h / Ambient temperature

4: 1) NaH / 1) DMF, r.t., 1 h, 2) DMF, 1 h

5: 82 percent / NaN₃ / dimethylformamide / 48 h / 110 °C

6: pyridine / 3 h / Ambient temperature

With pyridine; lithium aluminium tetrahydride; sodium hypophosphite; sodium azide; sodium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; sodium phosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90491-9