(2(S)-hydroxy-3-azidopropyl) 2-O-benzyl-3,4-O-[(2S,3S)-(2,3-dimethoxybutane-2,3-diyl)]-α-D-xylopyranoside

Base Information

• Chemical Name: (2(S)-hydroxy-3-azidopropyl) 2-O-benzyl-3,4-O-[(2S,3S)-(2,3-dimethoxybutane-2,3-diyl)]-α-D-xylopyranoside
• CAS No.: 866935-49-1
• Molecular Formula: C₂₁H₃₁N₃O₈
• Molecular Weight: 453.492

Synonyms:(2(S)-hydroxy-3-azidopropyl) 2-O-benzyl-3,4-O-[(2S,3S)-(2,3-dimethoxybutane-2,3-diyl)]-α-D-xylopyranoside

Chemical Property of (2(S)-hydroxy-3-azidopropyl) 2-O-benzyl-3,4-O-[(2S,3S)-(2,3-dimethoxybutane-2,3-diyl)]-α-D-xylopyranoside

Chemical Property:

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Technology Process of (2(S)-hydroxy-3-azidopropyl) 2-O-benzyl-3,4-O-[(2S,3S)-(2,3-dimethoxybutane-2,3-diyl)]-α-D-xylopyranoside

There total 2 articles about (2(S)-hydroxy-3-azidopropyl) 2-O-benzyl-3,4-O-[(2S,3S)-(2,3-dimethoxybutane-2,3-diyl)]-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:

benzyl bromide (100-39-0) → (2(S)-hydroxy-3-azidopropyl) 2-O-benzyl-3,4-O-[(2S,3S)-(2,3-dimethoxybutane-2,3-diyl)]-α-D-xylopyranoside (866935-49-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / sodium hydride / dimethylformamide

2: 80 percent / sodium azide; ammonium chloride / 2-methoxy-ethanol; H₂O / 1 h / Heating

With sodium azide; ammonium chloride; sodium hydride; In 2-methoxy-ethanol; water; N,N-dimethyl-formamide;

DOI:10.1081/CAR-200068070

Reference yield:

[(2S)-2,3-epoxypropyl] 3,4-O-[(2S,3S)-(2,3-dimethoxybutane-2,3-diyl)]-α-D-xylopyranoside (418766-77-5) → (2(S)-hydroxy-3-azidopropyl) 2-O-benzyl-3,4-O-[(2S,3S)-(2,3-dimethoxybutane-2,3-diyl)]-α-D-xylopyranoside (866935-49-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / sodium hydride / dimethylformamide

2: 80 percent / sodium azide; ammonium chloride / 2-methoxy-ethanol; H₂O / 1 h / Heating

With sodium azide; ammonium chloride; sodium hydride; In 2-methoxy-ethanol; water; N,N-dimethyl-formamide;

DOI:10.1081/CAR-200068070

Reference yield: 83.0%

(2(S)-hydroxy-3-azidopropyl) 2-O-benzyl-3,4-O-[(2S,3S)-(2,3-dimethoxybutane-2,3-diyl)]-α-D-xylopyranoside (866935-49-1) → [(2S)-3-azido-2-hydroxypropyl] 2-O-benzyl-α-D-xylopyranoside (418766-76-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; water; at 20 ℃; for 0.166667h;

DOI:10.1081/CAR-200068070

upstream raw materials:

benzyl bromide

[(2S)-2,3-epoxypropyl] 3,4-O-[(2S,3S)-(2,3-dimethoxybutane-2,3-diyl)]-α-D-xylopyranoside

Downstream raw materials:

[(2S)-3-azido-2-hydroxypropyl] 2-O-benzyl-α-D-xylopyranoside

(2(S)-hydroxy-3-aminopropyl) 2-O-benzyl-α-D-xylopyranoside

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