1,5-anhydro-3-azido-3,4-dideoxy-5-O-trityl-D-arabino-hexitol

Base Information

Chemical Name:1,5-anhydro-3-azido-3,4-dideoxy-5-O-trityl-D-arabino-hexitol
CAS No.:602326-67-0
Molecular Formula:C₂₅H₂₅N₃O₃
Molecular Weight:415.492
Hs Code.:

Synonyms:1,5-anhydro-3-azido-3,4-dideoxy-5-O-trityl-D-arabino-hexitol

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Chemical Property of 1,5-anhydro-3-azido-3,4-dideoxy-5-O-trityl-D-arabino-hexitol

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Technology Process of 1,5-anhydro-3-azido-3,4-dideoxy-5-O-trityl-D-arabino-hexitol

There total 5 articles about 1,5-anhydro-3-azido-3,4-dideoxy-5-O-trityl-D-arabino-hexitol 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: 54.0%

: 602326-65-8
(2S,4R,5R)-4,5-epoxy-2-trityloxymethyl-tetrahydropyran

: 602326-67-0
1,5-anhydro-3-azido-3,4-dideoxy-5-O-trityl-D-arabino-hexitol

Guidance literature:: With sodium azide; 15-crown-5; In N,N-dimethyl-formamide; at 100 ℃; for 18h;
DOI:10.1016/S0957-4166(03)00325-2

Reference yield:

: 129940-50-7
(S)-tritylglycidol

: 602326-67-0
1,5-anhydro-3-azido-3,4-dideoxy-5-O-trityl-D-arabino-hexitol

Guidance literature:: Multi-step reaction with 5 steps

1.1: CuCN / diethyl ether / -78 - -20 °C

1.2: 91 percent / diethyl ether / 2 h / -78 °C

2.1: NaH / tetrahydrofuran / 1 h / Heating

2.2: 72 percent / tetrahydrofuran / 2 h / 20 °C

3.1: 79 percent / (Cy₃P)2Cl₂Ru=CHPh; ethylene / CH₂Cl₂ / 3 h / 20 °C

4.1: MCPBA / CH₂Cl₂ / 43 h / 4 °C

5.1: 54 percent / NaN₃; 15-crown-5 / dimethylformamide / 18 h / 100 °C

With Grubbs catalyst first generation; sodium azide; 15-crown-5; ethene; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(03)00325-2

Reference yield:

: 170277-78-8
1,1',1''-[[[(2S)-4-methyl-2-(2-propen-1-yloxy)-4-penten-1-yl]-oxy]methylidyne]trisbenzene

: 602326-67-0
1,5-anhydro-3-azido-3,4-dideoxy-5-O-trityl-D-arabino-hexitol

Guidance literature:: Multi-step reaction with 3 steps

1: 79 percent / (Cy₃P)2Cl₂Ru=CHPh; ethylene / CH₂Cl₂ / 3 h / 20 °C

2: MCPBA / CH₂Cl₂ / 43 h / 4 °C

3: 54 percent / NaN₃; 15-crown-5 / dimethylformamide / 18 h / 100 °C

With Grubbs catalyst first generation; sodium azide; 15-crown-5; ethene; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(03)00325-2