benzyl 2-acetamido-4,6-diazido-3-O-(D-1-carboxyethyl)-2,4,6-trideoxy-α-D-glucopyranoside

Base Information

Chemical Name:benzyl 2-acetamido-4,6-diazido-3-O-(D-1-carboxyethyl)-2,4,6-trideoxy-α-D-glucopyranoside
CAS No.:82840-41-3
Molecular Formula:C₁₈H₂₃N₇O₆
Molecular Weight:433.424
Hs Code.:

Synonyms:benzyl 2-acetamido-4,6-diazido-3-O-(D-1-carboxyethyl)-2,4,6-trideoxy-α-D-glucopyranoside

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Chemical Property of benzyl 2-acetamido-4,6-diazido-3-O-(D-1-carboxyethyl)-2,4,6-trideoxy-α-D-glucopyranoside

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Technology Process of benzyl 2-acetamido-4,6-diazido-3-O-(D-1-carboxyethyl)-2,4,6-trideoxy-α-D-glucopyranoside

There total 4 articles about benzyl 2-acetamido-4,6-diazido-3-O-(D-1-carboxyethyl)-2,4,6-trideoxy-α-D-glucopyranoside 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%

: 29617-66-1
(S)-2-chloropropanoic acid

: 82827-84-7
benzyl 2-acetamido-4,6-diazido-2,4,6-trideoxy-α-D-glucopyranoside

: 82840-41-3
benzyl 2-acetamido-4,6-diazido-3-O-(D-1-carboxyethyl)-2,4,6-trideoxy-α-D-glucopyranoside

Guidance literature:: With hydrogenchloride; sodium hydride; In 1,4-dioxane; at 65 ℃; for 1.5h;
DOI:10.1016/S0008-6215(00)80689-8

Reference yield:

: 82827-82-5
benzyl 2-acetamido-3-O-benzyl-4,6-dichloro-2,4,6-trideoxy-α-D-galactopyranoside

: 82840-41-3
benzyl 2-acetamido-4,6-diazido-3-O-(D-1-carboxyethyl)-2,4,6-trideoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / 1.) methanol; 2.) Amberlite IR-120 (H⁺) resin / 1.) sodium methoxide / 0.5 h / Ambient temperature

2: 54 percent / sodium azide / dimethylformamide / 20 h / 140 °C / Heating

3: 68 percent / 1.) 50 percent sodium hydride in oil; 2.) 2 M hydrochloric acid, pH=3 / dioxane / 1.5 h / 65 °C

With hydrogenchloride; methanol; sodium azide; Amberlite IR-120 (H⁺) resin; sodium hydride; sodium methylate; In 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)80689-8

Reference yield:

: 33423-31-3
benzyl 2-acetamido-3-O-benzoyl-2-deoxy-α-D-glucopyranoside

: 82840-41-3
benzyl 2-acetamido-4,6-diazido-3-O-(D-1-carboxyethyl)-2,4,6-trideoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / triphenylphosphine / CCl₄ / 16 h / Heating

2: 97 percent / 1.) methanol; 2.) Amberlite IR-120 (H⁺) resin / 1.) sodium methoxide / 0.5 h / Ambient temperature

3: 54 percent / sodium azide / dimethylformamide / 20 h / 140 °C / Heating

4: 68 percent / 1.) 50 percent sodium hydride in oil; 2.) 2 M hydrochloric acid, pH=3 / dioxane / 1.5 h / 65 °C

With hydrogenchloride; methanol; sodium azide; Amberlite IR-120 (H⁺) resin; sodium hydride; triphenylphosphine; sodium methylate; In 1,4-dioxane; tetrachloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)80689-8