(1S,2S)-2-Azido-3-benzyloxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propan-1-ol

Base Information

Chemical Name:(1S,2S)-2-Azido-3-benzyloxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propan-1-ol
CAS No.:221276-73-9
Molecular Formula:C₁₅H₂₁N₃O₄
Molecular Weight:307.349
Hs Code.:

Synonyms:(1S,2S)-2-Azido-3-benzyloxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propan-1-ol

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Chemical Property of (1S,2S)-2-Azido-3-benzyloxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propan-1-ol

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Technology Process of (1S,2S)-2-Azido-3-benzyloxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propan-1-ol

There total 6 articles about (1S,2S)-2-Azido-3-benzyloxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propan-1-ol 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: 87.0%

: (R)-4-((2S,3S)-3-Benzyloxymethyl-oxiranyl)-2,2-dimethyl-[1,3]dioxolane

: 221276-73-9
(1S,2S)-2-Azido-3-benzyloxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propan-1-ol

Guidance literature:: With sodium azide; ammonium chloride; In various solvent(s); Heating;
DOI:10.1016/S0040-4039(98)02345-4

Reference yield:

: 922-65-6
divinylcarbinol

: 221276-73-9
(1S,2S)-2-Azido-3-benzyloxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) TBHP, D-(-)-DIPT, Ti(O-iso-Pr)4, 4 Angstroem molecular sieves, 2.) 0.5N NaOH / 1.) CH₂Cl₂, -20 deg C, 10 d, 2.) -10 deg C

2: 87 percent / NaH, Bu₄NI / tetrahydrofuran

3: DHQ-PYR, K₂2(OH)4>, K₂CO₃, K₃ / 2-methyl-propan-2-ol; H₂O

4: PTS / CH₂Cl₂

5: 87 percent / NaN₃, NH₄Cl / various solvent(s) / Heating

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium hydroxide; sodium azide; K2; 4 A molecular sieve; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; D-(-)-diisopropyl tartrate; ammonium chloride; potassium hexacyanoferrate(III); In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/S0040-4039(98)02345-4

Reference yield:

: 78260-12-5,102419-62-5,121521-24-2,121521-25-3,137252-92-7
(2S,3R)-3-ethenyloxirane-2-methanol

: 221276-73-9
(1S,2S)-2-Azido-3-benzyloxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / NaH, Bu₄NI / tetrahydrofuran

2: DHQ-PYR, K₂2(OH)4>, K₂CO₃, K₃ / 2-methyl-propan-2-ol; H₂O

3: PTS / CH₂Cl₂

4: 87 percent / NaN₃, NH₄Cl / various solvent(s) / Heating

With sodium azide; K2; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; ammonium chloride; potassium hexacyanoferrate(III); In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/S0040-4039(98)02345-4