(1S,3R)-N-allyloxycarbonyl-1-(4-azidomethylphenyl)-4-tert-butyldimethylsiloxy-3-hydroxybutylamine

Base Information

Chemical Name:(1S,3R)-N-allyloxycarbonyl-1-(4-azidomethylphenyl)-4-tert-butyldimethylsiloxy-3-hydroxybutylamine
CAS No.:262846-34-4
Molecular Formula:C₂₁H₃₄N₄O₄Si
Molecular Weight:434.611
Hs Code.:

Synonyms:(1S,3R)-N-allyloxycarbonyl-1-(4-azidomethylphenyl)-4-tert-butyldimethylsiloxy-3-hydroxybutylamine

Suppliers and Price of (1S,3R)-N-allyloxycarbonyl-1-(4-azidomethylphenyl)-4-tert-butyldimethylsiloxy-3-hydroxybutylamine

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (1S,3R)-N-allyloxycarbonyl-1-(4-azidomethylphenyl)-4-tert-butyldimethylsiloxy-3-hydroxybutylamine

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S,3R)-N-allyloxycarbonyl-1-(4-azidomethylphenyl)-4-tert-butyldimethylsiloxy-3-hydroxybutylamine

There total 10 articles about (1S,3R)-N-allyloxycarbonyl-1-(4-azidomethylphenyl)-4-tert-butyldimethylsiloxy-3-hydroxybutylamine 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: 29.8%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 304655-64-9
[(R)-1-(4-Azidomethyl-phenyl)-3,4-dihydroxy-butyl]-carbamic acid allyl ester

: 262846-34-4
(1S,3R)-N-allyloxycarbonyl-1-(4-azidomethylphenyl)-4-tert-butyldimethylsiloxy-3-hydroxybutylamine

: 262845-98-7
(1R,3R)-N-allyloxycarbonyl-1-(4-azidomethylphenyl)-4-tert-butyldimethylsiloxy-3-hydroxybutylamine

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃;
DOI:10.1016/S0968-0896(00)00125-5

Reference yield:

: 87736-74-1
4-(tert-butyldimethylsiloxymethyl)bromobenzene

: 262846-34-4
(1S,3R)-N-allyloxycarbonyl-1-(4-azidomethylphenyl)-4-tert-butyldimethylsiloxy-3-hydroxybutylamine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 88.8 percent / n-BuLi / tetrahydrofuran; hexane / -70 °C

2.1: PPh₃; DEAD; DPPA / tetrahydrofuran / 0 °C

3.1: PPh₃ / tetrahydrofuran; H₂O / 5 h / 50 °C

3.2: Et₃N / tetrahydrofuran / 0 °C

4.1: MsCl; TEA / CH₂Cl₂ / 0 °C

4.2: NaN₃ / dimethylformamide / 20 °C

4.3: p-TsOH / methanol / 20 °C

5.1: 29.8 percent / imidazole / CH₂Cl₂ / 20 °C

With 1H-imidazole; n-butyllithium; TEA; diphenyl-phosphinic acid; methanesulfonyl chloride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; dichloromethane; water; 1.1: Condensation / 2.1: Substitution / 3.1: Reduction / 3.2: Acylation / 4.1: Substitution / 4.2: Substitution / 4.3: Hydrolysis / 5.1: silylation;
DOI:10.1016/S0968-0896(00)00125-5

Reference yield:

: 228267-28-5
(3R)-1-(4-tert-butyldimethylsiloxymethylphenyl)-3,4-O-isopropylidene-3,4-dihydroxybutylazide

: 262846-34-4
(1S,3R)-N-allyloxycarbonyl-1-(4-azidomethylphenyl)-4-tert-butyldimethylsiloxy-3-hydroxybutylamine

Guidance literature:: Multi-step reaction with 3 steps

1.1: PPh₃ / tetrahydrofuran; H₂O / 5 h / 50 °C

1.2: Et₃N / tetrahydrofuran / 0 °C

2.1: MsCl; TEA / CH₂Cl₂ / 0 °C

2.2: NaN₃ / dimethylformamide / 20 °C

2.3: p-TsOH / methanol / 20 °C

3.1: 29.8 percent / imidazole / CH₂Cl₂ / 20 °C

With 1H-imidazole; TEA; methanesulfonyl chloride; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; 1.1: Reduction / 1.2: Acylation / 2.1: Substitution / 2.2: Substitution / 2.3: Hydrolysis / 3.1: silylation;
DOI:10.1016/S0968-0896(00)00125-5