methyl 4-O-(3,4-di-O-acetyl-2-azido-2-deoxy-β-D-xylopyranosyl)-2-azido-3-O-benzyl-2-deoxy-α-D-xylopyranoside

Base Information

Chemical Name:methyl 4-O-(3,4-di-O-acetyl-2-azido-2-deoxy-β-D-xylopyranosyl)-2-azido-3-O-benzyl-2-deoxy-α-D-xylopyranoside
CAS No.:83022-17-7
Molecular Formula:C₂₂H₂₈N₆O₉
Molecular Weight:520.499
Hs Code.:

Synonyms:methyl 4-O-(3,4-di-O-acetyl-2-azido-2-deoxy-β-D-xylopyranosyl)-2-azido-3-O-benzyl-2-deoxy-α-D-xylopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 4-O-(3,4-di-O-acetyl-2-azido-2-deoxy-β-D-xylopyranosyl)-2-azido-3-O-benzyl-2-deoxy-α-D-xylopyranoside

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Technology Process of methyl 4-O-(3,4-di-O-acetyl-2-azido-2-deoxy-β-D-xylopyranosyl)-2-azido-3-O-benzyl-2-deoxy-α-D-xylopyranoside

There total 10 articles about methyl 4-O-(3,4-di-O-acetyl-2-azido-2-deoxy-β-D-xylopyranosyl)-2-azido-3-O-benzyl-2-deoxy-α-D-xylopyranoside 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: 36.0%

: 83030-01-7
methyl 2-azido-3-O-benzyl-2-deoxy-α-D-xylopyranoside

: 83022-08-6
1,3,4-tri-O-acetyl-2-azido-2-deoxy-D-xylopyranose

: methyl 4-O-(3,4-di-O-acetyl-2-azido-2-deoxy-α-D-xylopyranosyl)-2-azido-3-O-benzyl-2-deoxy-α-D-xylopyranoside

: 83022-17-7
methyl 4-O-(3,4-di-O-acetyl-2-azido-2-deoxy-β-D-xylopyranosyl)-2-azido-3-O-benzyl-2-deoxy-α-D-xylopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at 0 ℃; for 24h;
DOI:10.1016/S0040-4039(00)87195-6

Reference yield:

: 83030-01-7
methyl 2-azido-3-O-benzyl-2-deoxy-α-D-xylopyranoside

: 83022-09-7
3,4-di-O-acetyl-2-azido-2-deoxy-α-D-xylopyranosyl chloride

: methyl 4-O-(3,4-di-O-acetyl-2-azido-2-deoxy-α-D-xylopyranosyl)-2-azido-3-O-benzyl-2-deoxy-α-D-xylopyranoside

: 83022-17-7
methyl 4-O-(3,4-di-O-acetyl-2-azido-2-deoxy-β-D-xylopyranosyl)-2-azido-3-O-benzyl-2-deoxy-α-D-xylopyranoside

Guidance literature:: With 2,4,6-trimethyl-pyridine; silver perchlorate; In nitromethane; at -10 ℃; for 60h; Yield given. Yields of byproduct given;
DOI:10.1016/S0040-4039(00)87195-6

Reference yield:

: 83030-01-7
methyl 2-azido-3-O-benzyl-2-deoxy-α-D-xylopyranoside

: 83022-17-7
methyl 4-O-(3,4-di-O-acetyl-2-azido-2-deoxy-β-D-xylopyranosyl)-2-azido-3-O-benzyl-2-deoxy-α-D-xylopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 13 percent / 0.5 M H₂SO₄ / 7 h / 100 °C

2: 36 percent / molecular sieve 4A, TMSOTf / 1,2-dichloro-ethane / 24 h / 0 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sulfuric acid; In 1,2-dichloro-ethane;
DOI:10.1246/bcsj.59.3137