3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetradeoxy-5-N-(benzylamino)-α-D-gluco-7-eno-octo-1,4-furanose

Base Information

• Chemical Name: 3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetradeoxy-5-N-(benzylamino)-α-D-gluco-7-eno-octo-1,4-furanose
• CAS No.: 690981-92-1
• Molecular Formula: C₂₅H₃₁NO₄
• Molecular Weight: 409.525

Synonyms:3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetradeoxy-5-N-(benzylamino)-α-D-gluco-7-eno-octo-1,4-furanose

Chemical Property of 3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetradeoxy-5-N-(benzylamino)-α-D-gluco-7-eno-octo-1,4-furanose

Chemical Property:

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Technology Process of 3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetradeoxy-5-N-(benzylamino)-α-D-gluco-7-eno-octo-1,4-furanose

There total 1 articles about 3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetradeoxy-5-N-(benzylamino)-α-D-gluco-7-eno-octo-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: 80.0%

3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetradeoxy-5-(N-benzyl-N-hydroxyamino)-α-D-gluco-7-eno-octo-1,4-furanose (690981-90-9) → 3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetradeoxy-5-N-(benzylamino)-α-D-gluco-7-eno-octo-1,4-furanose (690981-92-1)

Guidance literature:

With copper diacetate; zinc; In acetic acid; at 70 ℃; for 1h;

DOI:10.1055/s-2004-829538

Reference yield: 78.0%

3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetradeoxy-5-N-(benzylamino)-α-D-gluco-7-eno-octo-1,4-furanose (690981-92-1) → 5,6,7,8-tetradeoxy-5,8-(N-benzylimino)-1,2-O-isopropylidene-α-D-gluco-octo-1,4-furanose (887239-58-9)

Guidance literature:

3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetradeoxy-5-N-(benzylamino)-α-D-gluco-7-eno-octo-1,4-furanose; With mercury(II) diacetate; In tetrahydrofuran; water; at 20 ℃; for 18h;

With sodium tetrahydroborate; In tetrahydrofuran; water;

DOI:10.3390/10080893

Reference yield: 73.0%

benzyl chloroformate (501-53-1,94274-21-2) + 3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetradeoxy-5-N-(benzylamino)-α-D-gluco-7-eno-octo-1,4-furanose (690981-92-1) → 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-(N-benzyl-N-benzoxycarbonylamino)-α-D-gluco-7-eno-octo-1,4-furanose (690981-94-3)

Guidance literature:

With sodium hydrogencarbonate; In methanol; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2004.01.085

upstream raw materials:

3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetradeoxy-5-(N-benzyl-N-hydroxyamino)-α-D-gluco-7-eno-octo-1,4-furanose

Downstream raw materials:

3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-(N-benzyl-N-benzoxycarbonylamino)-α-D-gluco-7-eno-octo-1,4-furanose

3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-(N-benzyl-N-propenylamino)-α-D-gluco-7-eno-octo-1,4-furanose

5,6,7,8-tetradeoxy-5,8-(N-benzylimino)-1,2-O-isopropylidene-α-D-gluco-octo-1,4-furanose

5,6,7,8-tetradeoxy-5,8-(N-benzyloxycarbonylimino)-1,2-O-isopropylidene-α-D-gluco-oct-1,4-furanose

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