4-O-(tri-O-acetyl-β-D-xylopyranosyl)-5-amino-2,3-di-O-benzyl-5-deoxy-D-xylono-1,5-lactam

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Chemical Name:4-O-(tri-O-acetyl-β-D-xylopyranosyl)-5-amino-2,3-di-O-benzyl-5-deoxy-D-xylono-1,5-lactam
CAS No.:266688-26-0
Molecular Formula:C₃₀H₃₅NO₁₁
Molecular Weight:585.608
Hs Code.:

Synonyms:4-O-(tri-O-acetyl-β-D-xylopyranosyl)-5-amino-2,3-di-O-benzyl-5-deoxy-D-xylono-1,5-lactam

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Chemical Property of 4-O-(tri-O-acetyl-β-D-xylopyranosyl)-5-amino-2,3-di-O-benzyl-5-deoxy-D-xylono-1,5-lactam

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Technology Process of 4-O-(tri-O-acetyl-β-D-xylopyranosyl)-5-amino-2,3-di-O-benzyl-5-deoxy-D-xylono-1,5-lactam

There total 4 articles about 4-O-(tri-O-acetyl-β-D-xylopyranosyl)-5-amino-2,3-di-O-benzyl-5-deoxy-D-xylono-1,5-lactam 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

: 266688-31-7
5-amino-2,3-di-O-benzyl-5-deoxy-D-xylono-1,5-lactam

: 266688-26-0
4-O-(tri-O-acetyl-β-D-xylopyranosyl)-5-amino-2,3-di-O-benzyl-5-deoxy-D-xylono-1,5-lactam

Guidance literature:: With 4 A molecular sieve; boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; at 20 ℃; for 6h;
DOI:10.1021/ja993805j

Reference yield:

: 266688-19-1
5-azido-2,3-di-O-benzyl-5-deoxy-D-xylono-1,4-lactone

: 266688-26-0
4-O-(tri-O-acetyl-β-D-xylopyranosyl)-5-amino-2,3-di-O-benzyl-5-deoxy-D-xylono-1,5-lactam

Guidance literature:: Multi-step reaction with 2 steps

1: 5.3 g / Bu₃P / tetrahydrofuran; H₂O / 24 h / 25 °C

2: 68 percent / BF₃*Et₂O; molecular sieves 4A / 1,2-dichloro-ethane / 6 h / 20 °C

With tributylphosphine; 4 A molecular sieve; boron trifluoride diethyl etherate; In tetrahydrofuran; water; 1,2-dichloro-ethane; 1: Cyclization / 2: Condensation;
DOI:10.1021/ja993805j

Reference yield:

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

: 266688-26-0
4-O-(tri-O-acetyl-β-D-xylopyranosyl)-5-amino-2,3-di-O-benzyl-5-deoxy-D-xylono-1,5-lactam

Guidance literature:: Multi-step reaction with 3 steps

1: 9.31 g / pyridine; CrO₃ / 25 °C

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

3: 68 percent / BF₃*Et₂O; molecular sieves 4A / 1,2-dichloro-ethane / 6 h / 20 °C

With pyridine; chromium(VI) oxide; tributylphosphine; 4 A molecular sieve; boron trifluoride diethyl etherate; In tetrahydrofuran; water; 1,2-dichloro-ethane; 1: Oxidation / 2: Cyclization / 3: Condensation;
DOI:10.1021/ja993805j