(1R,2R)3-azido-2-[(benzyloxy)methyl]-(1-methylpropoxy)-tert-butyldimethylsilane

Base Information

Chemical Name:(1R,2R)3-azido-2-[(benzyloxy)methyl]-(1-methylpropoxy)-tert-butyldimethylsilane
CAS No.:314031-43-1
Molecular Formula:C₁₈H₃₁N₃O₂Si
Molecular Weight:349.549
Hs Code.:

Synonyms:(1R,2R)3-azido-2-[(benzyloxy)methyl]-(1-methylpropoxy)-tert-butyldimethylsilane

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Chemical Property of (1R,2R)3-azido-2-[(benzyloxy)methyl]-(1-methylpropoxy)-tert-butyldimethylsilane

Chemical Property:

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Technology Process of (1R,2R)3-azido-2-[(benzyloxy)methyl]-(1-methylpropoxy)-tert-butyldimethylsilane

There total 4 articles about (1R,2R)3-azido-2-[(benzyloxy)methyl]-(1-methylpropoxy)-tert-butyldimethylsilane 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%

: 258846-61-6
(2R,3R)-2-[(benzyloxy)methyl]-3-(tert-butyldimethylsiloxy)butan-1-ol

: 314031-43-1
(1R,2R)3-azido-2-[(benzyloxy)methyl]-(1-methylpropoxy)-tert-butyldimethylsilane

Guidance literature:: With diphenyl phosphoryl azide; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1021/jo000467s

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 314031-43-1
(1R,2R)3-azido-2-[(benzyloxy)methyl]-(1-methylpropoxy)-tert-butyldimethylsilane

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / LDA; HMPA / tetrahydrofuran; hexane / 3 h / -78 °C

2: 90 percent / imidazole / dimethylformamide / 5 h

3: 86 percent / DIBALH / diethyl ether; toluene / 1 h / -78 °C

4: 95 percent / (C₆H₅O)2P(O)N₃; DEAD / tetrahydrofuran / 2 h / 20 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; diphenyl phosphoryl azide; diisobutylaluminium hydride; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo000467s

Reference yield:

: 107441-56-5
methyl (2R,3R)-2-[(benzyloxy)methyl]-3-(tert-butyldimethylsiloxy)butyrate

: 314031-43-1
(1R,2R)3-azido-2-[(benzyloxy)methyl]-(1-methylpropoxy)-tert-butyldimethylsilane

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / DIBALH / diethyl ether; toluene / 1 h / -78 °C

2: 95 percent / (C₆H₅O)2P(O)N₃; DEAD / tetrahydrofuran / 2 h / 20 °C

With diphenyl phosphoryl azide; diisobutylaluminium hydride; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; toluene;
DOI:10.1021/jo000467s