(S)-3-Amino-N-[(R)-phenyl-((1R,2S,4S)-1,3,3-trimethyl-7-oxa-bicyclo[2.2.1]hept-2-yloxycarbonyl)-methyl]-succinamic acid

Base Information

Chemical Name:(S)-3-Amino-N-[(R)-phenyl-((1R,2S,4S)-1,3,3-trimethyl-7-oxa-bicyclo[2.2.1]hept-2-yloxycarbonyl)-methyl]-succinamic acid
CAS No.:124578-40-1
Molecular Formula:C₂₁H₂₈N₂O₆
Molecular Weight:404.463
Hs Code.:

Synonyms:(S)-3-Amino-N-[(R)-phenyl-((1R,2S,4S)-1,3,3-trimethyl-7-oxa-bicyclo[2.2.1]hept-2-yloxycarbonyl)-methyl]-succinamic acid

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Chemical Property of (S)-3-Amino-N-[(R)-phenyl-((1R,2S,4S)-1,3,3-trimethyl-7-oxa-bicyclo[2.2.1]hept-2-yloxycarbonyl)-methyl]-succinamic acid

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Technology Process of (S)-3-Amino-N-[(R)-phenyl-((1R,2S,4S)-1,3,3-trimethyl-7-oxa-bicyclo[2.2.1]hept-2-yloxycarbonyl)-methyl]-succinamic acid

There total 8 articles about (S)-3-Amino-N-[(R)-phenyl-((1R,2S,4S)-1,3,3-trimethyl-7-oxa-bicyclo[2.2.1]hept-2-yloxycarbonyl)-methyl]-succinamic acid 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: 58.0%

: 124510-68-5
(S)-3-Benzyloxycarbonylamino-N-[(R)-phenyl-((1R,2S,4S)-1,3,3-trimethyl-7-oxa-bicyclo[2.2.1]hept-2-yloxycarbonyl)-methyl]-succinamic acid benzyl ester

: 124578-40-1
(S)-3-Amino-N-[(R)-phenyl-((1R,2S,4S)-1,3,3-trimethyl-7-oxa-bicyclo[2.2.1]hept-2-yloxycarbonyl)-methyl]-succinamic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; under 2585.7 Torr;
DOI:10.1021/jm00165a027

Reference yield:

: 875-74-1
(R)-phenylglycine

: 124578-40-1
(S)-3-Amino-N-[(R)-phenyl-((1R,2S,4S)-1,3,3-trimethyl-7-oxa-bicyclo[2.2.1]hept-2-yloxycarbonyl)-methyl]-succinamic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 62 percent / 2N NaOH / dioxane / 2 h

2: dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / CH₂Cl₂ / 1.) -78 deg C, 0.5 h, 2.) -23 deg C

3: 5N HCl / acetone

4: tetrahydrofuran / 24 h

5: 58 percent / H₂ / Pd/C / methanol / 2585.7 Torr

With hydrogenchloride; dmap; sodium hydroxide; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; acetone;
DOI:10.1021/jm00165a027

Reference yield:

: 103251-83-8
(+/-)-1,3,3-trimethyl-7-oxabicyclo<2.2.1>heptan-2-one

: 124578-40-1
(S)-3-Amino-N-[(R)-phenyl-((1R,2S,4S)-1,3,3-trimethyl-7-oxa-bicyclo[2.2.1]hept-2-yloxycarbonyl)-methyl]-succinamic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 1 M LiAlH₄ / tetrahydrofuran; diethyl ether / 0.5 h / 0 °C

2: dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / CH₂Cl₂ / 1.) -78 deg C, 0.5 h, 2.) -23 deg C

3: 5N HCl / acetone

4: tetrahydrofuran / 24 h

5: 58 percent / H₂ / Pd/C / methanol / 2585.7 Torr

With hydrogenchloride; dmap; lithium aluminium tetrahydride; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone;
DOI:10.1021/jm00165a027