benzyl (R)-2-(benzyloxy)-1-((4S,4'R,5R)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl) ethylcarbamate

Base Information

• Chemical Name: benzyl (R)-2-(benzyloxy)-1-((4S,4'R,5R)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl) ethylcarbamate
• CAS No.: 1214915-00-0
• Molecular Formula: C₂₇H₃₅NO₇
• Molecular Weight: 485.577

Synonyms:benzyl (R)-2-(benzyloxy)-1-((4S,4'R,5R)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl) ethylcarbamate

Chemical Property of benzyl (R)-2-(benzyloxy)-1-((4S,4'R,5R)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl) ethylcarbamate

Chemical Property:

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Technology Process of benzyl (R)-2-(benzyloxy)-1-((4S,4'R,5R)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl) ethylcarbamate

There total 1 articles about benzyl (R)-2-(benzyloxy)-1-((4S,4'R,5R)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl) ethylcarbamate 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:

C19H29NO5 (473837-47-7) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl (R)-2-(benzyloxy)-1-((4S,4'R,5R)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl) ethylcarbamate (1214915-00-0)

Guidance literature:

With sodium carbonate; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.tet.2009.12.035

Reference yield: 85.0%

benzyl (R)-2-(benzyloxy)-1-((4S,4'R,5R)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl) ethylcarbamate (1214915-00-0) + 3-chloroprop-1-ene (107-05-1) → benzyl allyl((R)-2-(benzyloxy)-1-((4S,4'R,5R)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)ethyl)carbamate (1384578-97-5)

Guidance literature:

With dmap; sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1016/j.tetasy.2012.04.017

Reference yield:

benzyl (R)-2-(benzyloxy)-1-((4S,4'R,5R)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl) ethylcarbamate (1214915-00-0) → C23H27NO6

Guidance literature:

With periodic acid; In diethyl ether; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2009.12.035

upstream raw materials:

C₁₉H₂₉NO₅

benzyl chloroformate

Downstream raw materials:

(3aR,4R,8aR)-benzyl 4-(benzyloxymethyl)-2,2-dimethyl-6,8a-dihydro-3aH-[1,3]dioxolo[4,5-c]azepine-5(4H)-carboxylate

(3aR,4R,7R,8R,8aR)-benzyl 4-(benzyloxymethyl)-7,8-dihydroxy-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]azepine-5(4H)-carboxylate

(3aR,4R,7S,8S,8aR)-benzyl 4-(benzyloxymethyl)-7,8-dihydroxy-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]azepine-5(4H)-carboxylate

benzyl allyl((1R)-2-(benzyloxy)-1-((4R,5R)-5-(1-hydroxyallyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)carbamate

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