methyl O²-benzoyl-O³-t-butoxycarbonyl-O⁴-diphenylphosphoryl-6-deoxy-6-azido-α-D-glucoside

Base Information

• Chemical Name: methyl O²-benzoyl-O³-t-butoxycarbonyl-O⁴-diphenylphosphoryl-6-deoxy-6-azido-α-D-glucoside
• CAS No.: 1073186-66-9
• Molecular Formula: C₃₁H₃₄N₃O₁₁P
• Molecular Weight: 655.598

Synonyms:methyl O²-benzoyl-O³-t-butoxycarbonyl-O⁴-diphenylphosphoryl-6-deoxy-6-azido-α-D-glucoside

Chemical Property of methyl O²-benzoyl-O³-t-butoxycarbonyl-O⁴-diphenylphosphoryl-6-deoxy-6-azido-α-D-glucoside

Chemical Property:

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Technology Process of methyl O²-benzoyl-O³-t-butoxycarbonyl-O⁴-diphenylphosphoryl-6-deoxy-6-azido-α-D-glucoside

There total 1 articles about methyl O²-benzoyl-O³-t-butoxycarbonyl-O⁴-diphenylphosphoryl-6-deoxy-6-azido-α-D-glucoside 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: 95.0%

methyl O2-benzoyl-O3t-butoxycarbonyl-O4-diphenylphosphoryl-O6-p-toluenesulfonyl-α-Dglucoside (1073186-63-6) → methyl O2-benzoyl-O3-t-butoxycarbonyl-O4-diphenylphosphoryl-6-deoxy-6-azido-α-D-glucoside (1073186-66-9)

Guidance literature:

With sodium azide; 15-crown-5; In N,N-dimethyl-formamide; at 50 ℃; for 20h;

DOI:10.1021/ol802095e

Reference yield: 75.0%

methyl O2-benzoyl-O3-t-butoxycarbonyl-O4-diphenylphosphoryl-6-deoxy-6-azido-α-D-glucoside (1073186-66-9) + phenylacetylene (536-74-3) → methyl O2-benzoyl-O3-t-butoxycarbonyl-O4-diphenylphosphoryl-6-deoxy-6-(4-phenyl-1H-1,2,3-triazol-1-yl)-α-D-glucoside (1073186-68-1)

Guidance literature:

With copper(II) sulfate; sodium L-ascorbate; In water; tert-butyl alcohol; at 20 ℃; for 24h;

DOI:10.1021/ol802095e

Reference yield: 70.0%

methyl O2-benzoyl-O3-t-butoxycarbonyl-O4-diphenylphosphoryl-6-deoxy-6-azido-α-D-glucoside (1073186-66-9) → methyl O2-benzoyl-O3-t-butoxycarbonyl-O4-diphenylphosphoryl-6-deoxy-6-amino-α-D-glucoside (1073186-67-0)

Guidance literature:

With water; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 6h;

DOI:10.1021/ol802095e

upstream raw materials:

methyl O²-benzoyl-O³t-butoxycarbonyl-O⁴-diphenylphosphoryl-O⁶-p-toluenesulfonyl-α-Dglucoside

Downstream raw materials:

methyl O²-benzoyl-O³-t-butoxycarbonyl-O⁴-diphenylphosphoryl-6-deoxy-6-amino-α-D-glucoside

methyl O²-benzoyl-O³-t-butoxycarbonyl-O⁴-diphenylphosphoryl-6-deoxy-6-(4-phenyl-1H-1,2,3-triazol-1-yl)-α-D-glucoside

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