(4S,5R)-N-<3-(benzyloxycarbonylamino)propyl>-N-<4-(benzyloxycarbonylamino)butyl>-2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-oxazole-4-carboxamide

Base Information

Chemical Name:(4S,5R)-N-<3-(benzyloxycarbonylamino)propyl>-N-<4-(benzyloxycarbonylamino)butyl>-2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-oxazole-4-carboxamide
CAS No.:89965-57-1
Molecular Formula:C₃₄H₄₀N₄O₇
Molecular Weight:616.714
Hs Code.:

(4S,5R)-N-<3-(benzyloxycarbonylamino)propyl>-N-<4-(benzyloxycarbonylamino)butyl>-2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-oxazole-4-carboxamide

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Chemical Property of (4S,5R)-N-<3-(benzyloxycarbonylamino)propyl>-N-<4-(benzyloxycarbonylamino)butyl>-2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-oxazole-4-carboxamide

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Technology Process of (4S,5R)-N-<3-(benzyloxycarbonylamino)propyl>-N-<4-(benzyloxycarbonylamino)butyl>-2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-oxazole-4-carboxamide

There total 11 articles about (4S,5R)-N-<3-(benzyloxycarbonylamino)propyl>-N-<4-(benzyloxycarbonylamino)butyl>-2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-oxazole-4-carboxamide 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: 55.0%

: 89965-56-0
<3-<<4-(carboxyamino)butyl>amino>propyl>carbamic acid, dibenzyl ester

: 89965-54-8
(4S,5R)-2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-oxazole-4-carboxylic acid

: 89965-57-1
(4S,5R)-N-<3-(benzyloxycarbonylamino)propyl>-N-<4-(benzyloxycarbonylamino)butyl>-2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-oxazole-4-carboxamide

Guidance literature:: With Phenyl bis(2-thioxo-1,3-thiazolidine-3-yl) phosphine oxide; N-ethyl-N,N-diisopropylamine; In acetonitrile; for 5h; Heating;

Reference yield:

: 14389-86-7
2-benzyloxybenzoic acid

: 89965-57-1
(4S,5R)-N-<3-(benzyloxycarbonylamino)propyl>-N-<4-(benzyloxycarbonylamino)butyl>-2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-oxazole-4-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / dicyclohexylcarbodi-imide, 4-dimethylaminopyridine / CH₂Cl₂ / Ambient temperature

2: 68 percent / Et₃N / tetrahydrofuran; H₂O / 240 h / Ambient temperature

3: 96 percent / diethyl ether

4: 76 percent / 90percent HCO₂H / 10percent Pd-C / methanol / 0.5 h

5: 1.) SOCl₂, 2.) anhyd. Na₂CO₃ / 1.) room temperature, 2 h, 2.) CHCl₃, room temperature, 1 h

6: 1.) EtONa, 2.) H₂O / 1.) EtOH, room temperature, 10 min, 2.) reflux, 15 min

7: 55 percent / i-Pr₂NEt, phenylbis-(2-thioxo-1,3-thiazolidin-3-yl)phosphine oxide / acetonitrile / 5 h / Heating

With dmap; formic acid; thionyl chloride; water; sodium ethanolate; sodium carbonate; Phenyl bis(2-thioxo-1,3-thiazolidine-3-yl) phosphine oxide; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetonitrile;

Reference yield:

: 55142-16-0
methyl 2-(benzyloxy)benzoate

: 89965-57-1
(4S,5R)-N-<3-(benzyloxycarbonylamino)propyl>-N-<4-(benzyloxycarbonylamino)butyl>-2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-oxazole-4-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1: 92 percent / LiOH / tetrahydrofuran; H₂O / Ambient temperature

2: 98 percent / dicyclohexylcarbodi-imide, 4-dimethylaminopyridine / CH₂Cl₂ / Ambient temperature

3: 68 percent / Et₃N / tetrahydrofuran; H₂O / 240 h / Ambient temperature

4: 96 percent / diethyl ether

5: 76 percent / 90percent HCO₂H / 10percent Pd-C / methanol / 0.5 h

6: 1.) SOCl₂, 2.) anhyd. Na₂CO₃ / 1.) room temperature, 2 h, 2.) CHCl₃, room temperature, 1 h

7: 1.) EtONa, 2.) H₂O / 1.) EtOH, room temperature, 10 min, 2.) reflux, 15 min

8: 55 percent / i-Pr₂NEt, phenylbis-(2-thioxo-1,3-thiazolidin-3-yl)phosphine oxide / acetonitrile / 5 h / Heating

With dmap; lithium hydroxide; formic acid; thionyl chloride; water; sodium ethanolate; sodium carbonate; Phenyl bis(2-thioxo-1,3-thiazolidine-3-yl) phosphine oxide; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetonitrile;