(3S,5S,6R)-3-{4-[(Diethoxy-phosphoryl)-difluoro-methyl]-benzyl}-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

Base Information

Chemical Name:(3S,5S,6R)-3-{4-[(Diethoxy-phosphoryl)-difluoro-methyl]-benzyl}-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester
CAS No.:174678-81-0
Molecular Formula:C₃₆H₃₆F₂NO₇P
Molecular Weight:663.655
Hs Code.:

Synonyms:(3S,5S,6R)-3-{4-[(Diethoxy-phosphoryl)-difluoro-methyl]-benzyl}-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

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Chemical Property of (3S,5S,6R)-3-{4-[(Diethoxy-phosphoryl)-difluoro-methyl]-benzyl}-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

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Technology Process of (3S,5S,6R)-3-{4-[(Diethoxy-phosphoryl)-difluoro-methyl]-benzyl}-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

There total 4 articles about (3S,5S,6R)-3-{4-[(Diethoxy-phosphoryl)-difluoro-methyl]-benzyl}-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl 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: 78.0%

: 100516-54-9,335159-14-3
(5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one

: 174678-80-9
diethyl [(4-α-bromomethyl)phenyldifluoromethyl]-phosphonate

: 174678-81-0
(3S,5S,6R)-3-{4-[(Diethoxy-phosphoryl)-difluoro-methyl]-benzyl}-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.75h;
DOI:10.1021/jo9517508

Reference yield:

: 6232-88-8
4-bromomethylbenzoic Acid

: 174678-81-0
(3S,5S,6R)-3-{4-[(Diethoxy-phosphoryl)-difluoro-methyl]-benzyl}-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: phosphorus tribromide / 3 h / Heating

2: 1.9 g / toluene / 0.67 h / 0 °C

3: 52 percent / (diethylamido)sulfur trifluoride / Ambient temperature

4: 78 percent / hexamethylphosphoramide, LiN(TMS)2 / tetrahydrofuran / 0.75 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; (diethylamido)sulfur trifluoride; phosphorus tribromide; lithium hexamethyldisilazane; In tetrahydrofuran; toluene;
DOI:10.1021/jo9517508

Reference yield:

: 876-07-3
4-(bromomethyl)benzoyl bromide

: 174678-81-0
(3S,5S,6R)-3-{4-[(Diethoxy-phosphoryl)-difluoro-methyl]-benzyl}-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.9 g / toluene / 0.67 h / 0 °C

2: 52 percent / (diethylamido)sulfur trifluoride / Ambient temperature

3: 78 percent / hexamethylphosphoramide, LiN(TMS)2 / tetrahydrofuran / 0.75 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; (diethylamido)sulfur trifluoride; lithium hexamethyldisilazane; In tetrahydrofuran; toluene;
DOI:10.1021/jo9517508