4-O-(tri-O-acetyl-β-D-xylopyranosyl)-2,3-di-O-benzyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-xylitol

Base Information

Chemical Name:4-O-(tri-O-acetyl-β-D-xylopyranosyl)-2,3-di-O-benzyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-xylitol
CAS No.:266688-33-9
Molecular Formula:C₃₈H₄₃NO₁₂
Molecular Weight:705.759
Hs Code.:

Synonyms:4-O-(tri-O-acetyl-β-D-xylopyranosyl)-2,3-di-O-benzyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-xylitol

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Chemical Property of 4-O-(tri-O-acetyl-β-D-xylopyranosyl)-2,3-di-O-benzyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-xylitol

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Technology Process of 4-O-(tri-O-acetyl-β-D-xylopyranosyl)-2,3-di-O-benzyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-xylitol

There total 7 articles about 4-O-(tri-O-acetyl-β-D-xylopyranosyl)-2,3-di-O-benzyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-xylitol 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: 68.0%

: 128376-91-0,869848-87-3
2,3,4-tri-O-acetyl-α-D-xylopyranosyl trichloroacetimidate

: 266688-32-8
2,3-di-O-benzyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-xylitol

: 266688-33-9
4-O-(tri-O-acetyl-β-D-xylopyranosyl)-2,3-di-O-benzyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-xylitol

Guidance literature:: With boron trifluoride diethyl etherate; sodium hydrogencarbonate; In 1,2-dichloro-ethane; for 0.0833333h;
DOI:10.1021/ja993805j

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 266688-33-9
4-O-(tri-O-acetyl-β-D-xylopyranosyl)-2,3-di-O-benzyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-xylitol

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran; H₂O

2: 68 percent / BF₃*Et₂O; saturated aq. NaHCO₃ / 1,2-dichloro-ethane / 0.08 h

With boron trifluoride diethyl etherate; sodium hydrogencarbonate; In tetrahydrofuran; water; 1,2-dichloro-ethane; 1: Substitution / 2: Substitution;
DOI:10.1021/ja993805j

Reference yield:

: 5-azidodeoxy-2,3-di-O-benzyl-α,β-D-xylose

: 266688-33-9
4-O-(tri-O-acetyl-β-D-xylopyranosyl)-2,3-di-O-benzyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-xylitol

Guidance literature:: Multi-step reaction with 5 steps

1: 9.31 g / pyridine; CrO₃ / 25 °C

2: 5.3 g / Bu₃P / tetrahydrofuran; H₂O / 24 h / 25 °C

3: LiAlH₄ / tetrahydrofuran / 2 h / Heating

4: tetrahydrofuran; H₂O

5: 68 percent / BF₃*Et₂O; saturated aq. NaHCO₃ / 1,2-dichloro-ethane / 0.08 h

With pyridine; chromium(VI) oxide; lithium aluminium tetrahydride; tributylphosphine; boron trifluoride diethyl etherate; sodium hydrogencarbonate; In tetrahydrofuran; water; 1,2-dichloro-ethane; 1: Oxidation / 2: Cyclization / 3: Reduction / 4: Substitution / 5: Substitution;
DOI:10.1021/ja993805j