bromure de 2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyle

Base Information

• Chemical Name: bromure de 2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyle
• CAS No.: 258286-48-5
• Molecular Formula: C₁₆H₂₀BrN₃O₄
• Molecular Weight: 398.256

Synonyms:bromure de 2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyle

Chemical Property of bromure de 2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyle

Chemical Property:

Purity/Quality:

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Technology Process of bromure de 2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyle

There total 1 articles about bromure de 2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyle 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:

2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-α-D-galactopyranosyl nitrate (128716-55-2) → bromure de 2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyle (258286-48-5)

Guidance literature:

With lithium bromide; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1016/s0040-4020(99)00869-8

Reference yield: 54.0%

acetyl chloride (75-36-5) + bromure de 2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyle (258286-48-5) + O-ethyl S-(2-azido-6-O-benzyl-2-desoxy-β-D-galactopyranosyl)xanthate (258286-45-2) → O-ethyl S-[2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyl-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranosyl]xanthate (258286-49-6) + O-ethyl S-[2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyl-(1->3)-4-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranosyl]xanthate

Guidance literature:

acetyl chloride; O-ethyl S-(2-azido-6-O-benzyl-2-desoxy-β-D-galactopyranosyl)xanthate; With pyridine; at -20 ℃; for 2h;

bromure de 2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyle; With 2,4,6-trimethyl-pyridine; silver trifluoromethanesulfonate; In dichloromethane; at -25 ℃; for 5h;

DOI:10.1016/s0040-4020(99)00869-8

Reference yield: 52.0%

acetyl chloride (75-36-5) + bromure de 2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyle (258286-48-5) + methyl 3-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranoside (258286-43-0) + O-ethyl S-(2-azido-6-O-benzyl-2-desoxy-β-D-galactopyranosyl)xanthate (258286-45-2) → methyl O-(2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyl)-(1->4)-O-(3-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranosyl)-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranoside (258286-60-1) + methyl O-(2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyl)-(1->4)-O-(3-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranosyl)-(1->3)-4-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranoside

Guidance literature:

acetyl chloride; O-ethyl S-(2-azido-6-O-benzyl-2-desoxy-β-D-galactopyranosyl)xanthate; With pyridine; at -20 ℃; for 2h;

bromure de 2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyle; With 2,4,6-trimethyl-pyridine; silver trifluoromethanesulfonate; In dichloromethane; at -25 ℃; for 5h;

methyl 3-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranoside; With dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/s0040-4020(99)00869-8

upstream raw materials:

2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-α-D-galactopyranosyl nitrate

Downstream raw materials:

O-ethyl S-[2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyl-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranosyl]xanthate

methyl O-(2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyl)-(1->4)-O-(3-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranosyl)-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranoside

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