(S)-3-Benzyloxycarbonylamino-N-[(1S,2S)-2-hydroxy-1-methyl-3-((1S,2S,4R)-1,3,3-trimethyl-bicyclo[2.2.1]hept-2-yl)-propyl]-succinamic acid benzyl ester

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Chemical Name:(S)-3-Benzyloxycarbonylamino-N-[(1S,2S)-2-hydroxy-1-methyl-3-((1S,2S,4R)-1,3,3-trimethyl-bicyclo[2.2.1]hept-2-yl)-propyl]-succinamic acid benzyl ester
CAS No.:161659-05-8
Molecular Formula:C₃₃H₄₄N₂O₆
Molecular Weight:564.722
Hs Code.:

Synonyms:(S)-3-Benzyloxycarbonylamino-N-[(1S,2S)-2-hydroxy-1-methyl-3-((1S,2S,4R)-1,3,3-trimethyl-bicyclo[2.2.1]hept-2-yl)-propyl]-succinamic acid benzyl ester

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Chemical Property of (S)-3-Benzyloxycarbonylamino-N-[(1S,2S)-2-hydroxy-1-methyl-3-((1S,2S,4R)-1,3,3-trimethyl-bicyclo[2.2.1]hept-2-yl)-propyl]-succinamic acid benzyl ester

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Technology Process of (S)-3-Benzyloxycarbonylamino-N-[(1S,2S)-2-hydroxy-1-methyl-3-((1S,2S,4R)-1,3,3-trimethyl-bicyclo[2.2.1]hept-2-yl)-propyl]-succinamic acid benzyl ester

There total 6 articles about (S)-3-Benzyloxycarbonylamino-N-[(1S,2S)-2-hydroxy-1-methyl-3-((1S,2S,4R)-1,3,3-trimethyl-bicyclo[2.2.1]hept-2-yl)-propyl]-succinamic 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: 96.0%

: 3479-47-8
Z-Asp(OBzl)-OH

: 161659-01-4
(2S,3S)-3-Amino-1-((1S,2S,4R)-1,3,3-trimethyl-bicyclo[2.2.1]hept-2-yl)-butan-2-ol

: 161659-05-8
(S)-3-Benzyloxycarbonylamino-N-[(1S,2S)-2-hydroxy-1-methyl-3-((1S,2S,4R)-1,3,3-trimethyl-bicyclo[2.2.1]hept-2-yl)-propyl]-succinamic acid benzyl ester

Guidance literature:: With dicyclohexyl-carbodiimide; (3aR,4R,7S,7aS)-2-hydroxy-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione (N-hydroxy-5-exo-norbornene-2,3-dicarboximide); In 1,4-dioxane; for 18h; Ambient temperature;
DOI:10.1016/0040-4039(94)85033-X

Reference yield:

: 4695-62-9,126-21-6
fenchone

: 161659-05-8
(S)-3-Benzyloxycarbonylamino-N-[(1S,2S)-2-hydroxy-1-methyl-3-((1S,2S,4R)-1,3,3-trimethyl-bicyclo[2.2.1]hept-2-yl)-propyl]-succinamic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 62 percent / n-BuLi / hexane / 24 h / Heating

2: 55 percent / H₂, Et₃N / 2 / benzene / 39 h / 105 °C

3: 69 percent / pyridinium dichromate / CH₂Cl₂ / Ambient temperature

4: 97 percent / KF / propan-2-ol / 24 h / Ambient temperature

5: 0.14 g / H₂ / Raney nickel / ethanol / 24 h / Ambient temperature

6: 96 percent / DCC, HONB / dioxane / 18 h / Ambient temperature

With potassium fluoride; dipyridinium dichromate; n-butyllithium; hydrogen; triethylamine; dicyclohexyl-carbodiimide; (3aR,4R,7S,7aS)-2-hydroxy-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione (N-hydroxy-5-exo-norbornene-2,3-dicarboximide); chloro(1,5-cyclooctadiene)rhodium(I) dimer; nickel; In 1,4-dioxane; ethanol; hexane; dichloromethane; isopropyl alcohol; benzene;
DOI:10.1016/0040-4039(94)85033-X

Reference yield:

: 96093-10-6
(1S,4R)-(+)-1-methyl-3,3-dimethyl-2-methylenebicyclo[2.2.1]heptane

: 161659-05-8
(S)-3-Benzyloxycarbonylamino-N-[(1S,2S)-2-hydroxy-1-methyl-3-((1S,2S,4R)-1,3,3-trimethyl-bicyclo[2.2.1]hept-2-yl)-propyl]-succinamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 55 percent / H₂, Et₃N / 2 / benzene / 39 h / 105 °C

2: 69 percent / pyridinium dichromate / CH₂Cl₂ / Ambient temperature

3: 97 percent / KF / propan-2-ol / 24 h / Ambient temperature

4: 0.14 g / H₂ / Raney nickel / ethanol / 24 h / Ambient temperature

5: 96 percent / DCC, HONB / dioxane / 18 h / Ambient temperature

With potassium fluoride; dipyridinium dichromate; hydrogen; triethylamine; dicyclohexyl-carbodiimide; (3aR,4R,7S,7aS)-2-hydroxy-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione (N-hydroxy-5-exo-norbornene-2,3-dicarboximide); chloro(1,5-cyclooctadiene)rhodium(I) dimer; nickel; In 1,4-dioxane; ethanol; dichloromethane; isopropyl alcohol; benzene;
DOI:10.1016/0040-4039(94)85033-X