(3R,7aR)-7a-((benzyloxy)methyl)-3-(trichloromethyl)tetrahydro-1H,3H-pyrrolo [1,2-c]oxazol-1-one

Base Information

Chemical Name:(3R,7aR)-7a-((benzyloxy)methyl)-3-(trichloromethyl)tetrahydro-1H,3H-pyrrolo [1,2-c]oxazol-1-one
CAS No.:956580-27-1
Molecular Formula:C₁₅H₁₆Cl₃NO₃
Molecular Weight:364.656
Hs Code.:

Synonyms:(3R,7aR)-7a-((benzyloxy)methyl)-3-(trichloromethyl)tetrahydro-1H,3H-pyrrolo [1,2-c]oxazol-1-one

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Chemical Property of (3R,7aR)-7a-((benzyloxy)methyl)-3-(trichloromethyl)tetrahydro-1H,3H-pyrrolo [1,2-c]oxazol-1-one

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Technology Process of (3R,7aR)-7a-((benzyloxy)methyl)-3-(trichloromethyl)tetrahydro-1H,3H-pyrrolo [1,2-c]oxazol-1-one

There total 3 articles about (3R,7aR)-7a-((benzyloxy)methyl)-3-(trichloromethyl)tetrahydro-1H,3H-pyrrolo [1,2-c]oxazol-1-one 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: 70.0%

: 3587-60-8
Benzyloxymethyl chloride

: 118916-60-2,97538-67-5
(2R,5S)-2-trichloromethyl-1-aza-3-oxabicyclo[3.3.0]octan-4-one

: 956580-27-1
(3R,7aR)-7a-((benzyloxy)methyl)-3-(trichloromethyl)tetrahydro-1H,3H-pyrrolo [1,2-c]oxazol-1-one

Guidance literature:: (2R,5S)-2-trichloromethyl-1-aza-3-oxabicyclo[3.3.0]octan-4-one; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

Benzyloxymethyl chloride; In tetrahydrofuran; hexane; at -78 - -40 ℃; for 4h; optical yield given as %de; Inert atmosphere;
DOI:10.1055/S-0029-1217024

Reference yield: 48.0%

: 3587-60-8
Benzyloxymethyl chloride

: 956580-27-1
(3R,7aR)-7a-((benzyloxy)methyl)-3-(trichloromethyl)tetrahydro-1H,3H-pyrrolo [1,2-c]oxazol-1-one

Guidance literature:: (2R,5S)-2-trichloromethyl-1-aza-3-oxabicyclo[3.3.0]octan-4-one; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.666667h; Heating / reflux;

Benzyloxymethyl chloride; In tetrahydrofuran; at -78 - 0 ℃; for 3h;

With water; In tetrahydrofuran;

Reference yield:

: 147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7
L-proline

: 956580-27-1
(3R,7aR)-7a-((benzyloxy)methyl)-3-(trichloromethyl)tetrahydro-1H,3H-pyrrolo [1,2-c]oxazol-1-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: chloroform / 6 h / Reflux

2.1: lithium diisopropyl amide / tetrahydrofuran / 2.5 h / -78 - -70 °C

2.2: 3 h / -70 - -30 °C

With lithium diisopropyl amide; In tetrahydrofuran; chloroform;