(4R,5R)-4-(benzyloxycarbonylaminomethyl)-2-[4-(benzyloxy)phenyl]-5-vinyl-1,3-oxazoline

Base Information

Chemical Name:(4R,5R)-4-(benzyloxycarbonylaminomethyl)-2-[4-(benzyloxy)phenyl]-5-vinyl-1,3-oxazoline
CAS No.:246521-91-5
Molecular Formula:C₂₇H₂₆N₂O₄
Molecular Weight:442.514
Hs Code.:

Synonyms:(4R,5R)-4-(benzyloxycarbonylaminomethyl)-2-[4-(benzyloxy)phenyl]-5-vinyl-1,3-oxazoline

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Chemical Property of (4R,5R)-4-(benzyloxycarbonylaminomethyl)-2-[4-(benzyloxy)phenyl]-5-vinyl-1,3-oxazoline

Chemical Property:

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Technology Process of (4R,5R)-4-(benzyloxycarbonylaminomethyl)-2-[4-(benzyloxy)phenyl]-5-vinyl-1,3-oxazoline

There total 5 articles about (4R,5R)-4-(benzyloxycarbonylaminomethyl)-2-[4-(benzyloxy)phenyl]-5-vinyl-1,3-oxazoline 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:

: (4R)-3-[4-(Benzyloxy)benzoyl]-4-[(tert-Butyldimethylsilanoxy)methyl]-5-vinyl-1,3-oxazolidine-2-one

: 246521-91-5
(4R,5R)-4-(benzyloxycarbonylaminomethyl)-2-[4-(benzyloxy)phenyl]-5-vinyl-1,3-oxazoline

Guidance literature:: Multi-step reaction with 5 steps

1: 79 percent / bis(diphenylphosphino)propane / Pd₂(dba)3CHCl₃ / tetrahydrofuran / 12 h / 35 °C

2: 83 percent / TBAF / tetrahydrofuran / 2 h / 20 °C

3: 88 percent / Ph₃P; DPPA; DEAD / 5 h / 20 °C

4: Ph₃P; H₂O / tetrahydrofuran / 12 h / 20 °C

5: 232 mg / Et₃N / 3 h

With bis(diphenylphosphino)propane; diphenyl-phosphinic acid; tetrabutyl ammonium fluoride; water; triethylamine; triphenylphosphine; diethylazodicarboxylate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; 3: Mitsunobu reaction;
DOI:10.1021/ol990705+

Reference yield:

: 246521-88-0
(4R,5R)-2-[4-(benzyloxy)phenyl]-4-[(tert-butyldimethylsilanyloxy)methyl]-5-vinyl-1,3-oxazoline

: 246521-91-5
(4R,5R)-4-(benzyloxycarbonylaminomethyl)-2-[4-(benzyloxy)phenyl]-5-vinyl-1,3-oxazoline

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / TBAF / tetrahydrofuran / 2 h / 20 °C

2: 88 percent / Ph₃P; DPPA; DEAD / 5 h / 20 °C

3: Ph₃P; H₂O / tetrahydrofuran / 12 h / 20 °C

4: 232 mg / Et₃N / 3 h

With diphenyl-phosphinic acid; tetrabutyl ammonium fluoride; water; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 2: Mitsunobu reaction;
DOI:10.1021/ol990705+

Reference yield:

: 246521-90-4
(4R,5R)-2-[4-(benzyloxy)phenyl]-4-(azidomethyl)-5-vinyl-1,3-oxazoline

: 246521-91-5
(4R,5R)-4-(benzyloxycarbonylaminomethyl)-2-[4-(benzyloxy)phenyl]-5-vinyl-1,3-oxazoline

Guidance literature:: Multi-step reaction with 2 steps

1: Ph₃P; H₂O / tetrahydrofuran / 12 h / 20 °C

2: 232 mg / Et₃N / 3 h

With water; triethylamine; triphenylphosphine; In tetrahydrofuran;
DOI:10.1021/ol990705+