(2R,3R,4R)-4-Azido-2,3-bis-benzyloxy-4-((4R,5S)-5-benzyloxy-2,2-dimethyl-[1,3]dioxan-4-yl)-butyraldehyde

Base Information

Chemical Name:(2R,3R,4R)-4-Azido-2,3-bis-benzyloxy-4-((4R,5S)-5-benzyloxy-2,2-dimethyl-[1,3]dioxan-4-yl)-butyraldehyde
CAS No.:434300-64-8
Molecular Formula:C₃₁H₃₅N₃O₆
Molecular Weight:545.635
Hs Code.:

Synonyms:(2R,3R,4R)-4-Azido-2,3-bis-benzyloxy-4-((4R,5S)-5-benzyloxy-2,2-dimethyl-[1,3]dioxan-4-yl)-butyraldehyde

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Chemical Property of (2R,3R,4R)-4-Azido-2,3-bis-benzyloxy-4-((4R,5S)-5-benzyloxy-2,2-dimethyl-[1,3]dioxan-4-yl)-butyraldehyde

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Technology Process of (2R,3R,4R)-4-Azido-2,3-bis-benzyloxy-4-((4R,5S)-5-benzyloxy-2,2-dimethyl-[1,3]dioxan-4-yl)-butyraldehyde

There total 21 articles about (2R,3R,4R)-4-Azido-2,3-bis-benzyloxy-4-((4R,5S)-5-benzyloxy-2,2-dimethyl-[1,3]dioxan-4-yl)-butyraldehyde 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:

: 272775-94-7
(3S,4R,5R,6R,7S)-5-azido-3,4,7-tribenzyloxy-6,8-isopropylidenedioxyoct-1-en

: 434300-64-8
(2R,3R,4R)-4-Azido-2,3-bis-benzyloxy-4-((4R,5S)-5-benzyloxy-2,2-dimethyl-[1,3]dioxan-4-yl)-butyraldehyde

Guidance literature:: With ozone; In dichloromethane; at -78 ℃;
DOI:10.1021/ol005715l

Reference yield:

: 330801-83-7
(2S,3R,4S,5R)-4-azido-2,5-dibenzyloxy-hexan-1,3,6-triol

: 434300-64-8
(2R,3R,4R)-4-Azido-2,3-bis-benzyloxy-4-((4R,5S)-5-benzyloxy-2,2-dimethyl-[1,3]dioxan-4-yl)-butyraldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: 83 percent / p-TsOH*H₂O / dimethylformamide / 3 h / 0 °C

2.1: trifluoroacetic acid; 1,3-dicyclohexylcarbodiimide; DMSO / benzene; pyridine / 2.5 h / 20 °C

3.1: diethyl ether / -120 °C

3.2: NaH / dimethylformamide / 0.5 h / 0 °C

3.3: 79 percent / dimethylformamide / 4 h / 0 °C

4.1: O₃ / CH₂Cl₂ / 0.07 h / -78 °C

4.2: Me₂S / CH₂Cl₂ / 3 h / 20 °C

With toluene-4-sulfonic acid; ozone; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In pyridine; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene; 2.1: Moffatt oxidation;
DOI:10.1021/jo010925c

Reference yield:

: 272775-92-5
(2R,3S,4R,5S)-3-azido-2,5-dibenzyloxy-4,6-isopropylidenedioxyhexan-1-ol

: 434300-64-8
(2R,3R,4R)-4-Azido-2,3-bis-benzyloxy-4-((4R,5S)-5-benzyloxy-2,2-dimethyl-[1,3]dioxan-4-yl)-butyraldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: trifluoroacetic acid; 1,3-dicyclohexylcarbodiimide; DMSO / benzene; pyridine / 2.5 h / 20 °C

2.1: diethyl ether / -120 °C

2.2: NaH / dimethylformamide / 0.5 h / 0 °C

2.3: 79 percent / dimethylformamide / 4 h / 0 °C

3.1: O₃ / CH₂Cl₂ / 0.07 h / -78 °C

3.2: Me₂S / CH₂Cl₂ / 3 h / 20 °C

With ozone; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In pyridine; diethyl ether; dichloromethane; benzene; 1.1: Moffatt oxidation;
DOI:10.1021/jo010925c