Benzyl-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-carbamic acid ethyl ester

Base Information

• Chemical Name: Benzyl-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-carbamic acid ethyl ester
• CAS No.: 204715-47-9
• Molecular Formula: C₁₆H₂₃NO₄
• Molecular Weight: 293.363

Synonyms:Benzyl-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-carbamic acid ethyl ester

Chemical Property of Benzyl-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-carbamic acid ethyl ester

Chemical Property:

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Technology Process of Benzyl-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-carbamic acid ethyl ester

There total 3 articles about Benzyl-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-carbamic acid ethyl ester 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: 71.0%

Benzyl-[((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenylselanyl-methyl]-carbamic acid ethyl ester (186410-31-1) → Benzyl-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-carbamic acid ethyl ester (204715-47-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; at 10 ℃; for 1.5h; Irradiation;

DOI:10.1002/hlca.19980810216

Reference yield:

benzylamine (100-46-9) → Benzyl-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-carbamic acid ethyl ester (204715-47-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / 4-Angstroem molecular sieves / diethyl ether / 1 h / 0 °C

2: 2.) DIBALH / 1.) Et₂O, r.t., 2.) toluene, Et₂O, r.t., 3 h

3: 71 percent / Bu₃SnH, AIBN / 1.5 h / 10 °C / Irradiation

With 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; tri-n-butyl-tin hydride; diisobutylaluminium hydride; In diethyl ether;

DOI:10.1002/hlca.19980810216

Reference yield:

2,3-isopropylidene-glyceraldehyde (15186-48-8) → Benzyl-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-carbamic acid ethyl ester (204715-47-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / 4-Angstroem molecular sieves / diethyl ether / 1 h / 0 °C

2: 2.) DIBALH / 1.) Et₂O, r.t., 2.) toluene, Et₂O, r.t., 3 h

3: 71 percent / Bu₃SnH, AIBN / 1.5 h / 10 °C / Irradiation

With 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; tri-n-butyl-tin hydride; diisobutylaluminium hydride; In diethyl ether;

DOI:10.1002/hlca.19980810216

upstream raw materials:

Benzyl-[((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenylselanyl-methyl]-carbamic acid ethyl ester

benzylamine

2,3-isopropylidene-glyceraldehyde

Downstream raw materials:

Benzyl-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-carbamic acid ethyl ester

Benzyl-((S)-2,3-dihydroxy-propyl)-carbamic acid ethyl ester

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