1,6-Anhydro-2-O-benzyl-3,4-dideoxy-3,4-(tosylepimino)-β-D-galactopyranose

Base Information

Chemical Name:1,6-Anhydro-2-O-benzyl-3,4-dideoxy-3,4-(tosylepimino)-β-D-galactopyranose
CAS No.:359772-70-6
Molecular Formula:C₂₀H₂₁NO₅S
Molecular Weight:387.456
Hs Code.:

Synonyms:1,6-Anhydro-2-O-benzyl-3,4-dideoxy-3,4-(tosylepimino)-β-D-galactopyranose

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Chemical Property of 1,6-Anhydro-2-O-benzyl-3,4-dideoxy-3,4-(tosylepimino)-β-D-galactopyranose

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Technology Process of 1,6-Anhydro-2-O-benzyl-3,4-dideoxy-3,4-(tosylepimino)-β-D-galactopyranose

There total 3 articles about 1,6-Anhydro-2-O-benzyl-3,4-dideoxy-3,4-(tosylepimino)-β-D-galactopyranose 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:

: 359772-45-5
1,6-Anhydro-3-azido-2-O-benzyl-3-deoxy-4-O-tosyl-β-D-glucopyranose

: 359772-70-6
1,6-Anhydro-2-O-benzyl-3,4-dideoxy-3,4-(tosylepimino)-β-D-galactopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / -15 - 20 °C

2: pyridine / -15 - 20 °C

With pyridine; lithium aluminium tetrahydride; In tetrahydrofuran;
DOI:10.1002/1099-0690(200208)2002:15<2449::AID-EJOC2449>3.0.CO;2-4

Reference yield:

: 26423-97-2
1,6:2,3-Dianhydro-4-O-p-toluolsulfonyl-β-D-allopyranose

: 359772-70-6
1,6-Anhydro-2-O-benzyl-3,4-dideoxy-3,4-(tosylepimino)-β-D-galactopyranose

Guidance literature:: Multi-step reaction with 4 steps

1.1: 46 mg / aq. NaN₃; ammonium chloride / 2-methoxy-ethanol / 30 h / 110 - 120 °C

2.1: NaH / tetrahydrofuran / -15 °C

2.2: 69 percent / tetrabutylammonium iodide / tetrahydrofuran / -15 - 20 °C

3.1: 58 percent / LiAlH₄ / tetrahydrofuran / 24.5 h / -15 - 20 °C

4.1: 59 percent / pyridine / 20 °C

With pyridine; lithium aluminium tetrahydride; sodium azide; ammonium chloride; sodium hydride; In tetrahydrofuran; 2-methoxy-ethanol;
DOI:10.1135/cccc20010799

Reference yield:

: 359772-34-2
1,6-Anhydro-3-azido-3-deoxy-4-O-tosyl-β-D-glucopyranose

: 359772-70-6
1,6-Anhydro-2-O-benzyl-3,4-dideoxy-3,4-(tosylepimino)-β-D-galactopyranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran / -15 °C

1.2: 69 percent / tetrabutylammonium iodide / tetrahydrofuran / -15 - 20 °C

2.1: 58 percent / LiAlH₄ / tetrahydrofuran / 24.5 h / -15 - 20 °C

3.1: 59 percent / pyridine / 20 °C

With pyridine; lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran;
DOI:10.1135/cccc20010799