(3S,4S)-3,4-dimethoxy-1-{[(3S,4S)-3,4-dimethoxy-1-(benzyloxycarbonylamino)-cyclopentyl]carbonylamino}cyclopentanecarboxylic acid

Base Information

Chemical Name:(3S,4S)-3,4-dimethoxy-1-{[(3S,4S)-3,4-dimethoxy-1-(benzyloxycarbonylamino)-cyclopentyl]carbonylamino}cyclopentanecarboxylic acid
CAS No.:811867-71-7
Molecular Formula:C₂₄H₃₄N₂O₉
Molecular Weight:494.542
Hs Code.:

Synonyms:(3S,4S)-3,4-dimethoxy-1-{[(3S,4S)-3,4-dimethoxy-1-(benzyloxycarbonylamino)-cyclopentyl]carbonylamino}cyclopentanecarboxylic acid

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Chemical Property of (3S,4S)-3,4-dimethoxy-1-{[(3S,4S)-3,4-dimethoxy-1-(benzyloxycarbonylamino)-cyclopentyl]carbonylamino}cyclopentanecarboxylic acid

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Technology Process of (3S,4S)-3,4-dimethoxy-1-{[(3S,4S)-3,4-dimethoxy-1-(benzyloxycarbonylamino)-cyclopentyl]carbonylamino}cyclopentanecarboxylic acid

There total 9 articles about (3S,4S)-3,4-dimethoxy-1-{[(3S,4S)-3,4-dimethoxy-1-(benzyloxycarbonylamino)-cyclopentyl]carbonylamino}cyclopentanecarboxylic 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: 100.0%

: 811867-70-6
methyl (3S,4S)-3,4-dimethoxy-1-{[(3S,4S)-3,4-dimethoxy-1-(benzyloxycarbonylamino)-cyclopentyl]carbonylamino}cyclopentanecarboxylate

: 811867-71-7
(3S,4S)-3,4-dimethoxy-1-{[(3S,4S)-3,4-dimethoxy-1-(benzyloxycarbonylamino)-cyclopentyl]carbonylamino}cyclopentanecarboxylic acid

Guidance literature:: With sodium hydroxide; In methanol; water; at 20 ℃;
DOI:10.1002/anie.200460420

Reference yield:

: 811867-67-1
methyl (3S,4S)-3,4-dimethoxy-1-(methoxycarbonyl)cyclopentanecarboxylate

: 811867-71-7
(3S,4S)-3,4-dimethoxy-1-{[(3S,4S)-3,4-dimethoxy-1-(benzyloxycarbonylamino)-cyclopentyl]carbonylamino}cyclopentanecarboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaOH / H₂O; methanol / 5 h / 0 °C

2.1: diphenylphosphoryl azide; triethylamine / benzene / 1 h / Heating

2.2: 712 mg / benzene / 6 h / Heating

3.1: H₂ / Pd/C / methanol / 12 h

4.1: 465 mg / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 1-hydroxybenzotriazole / acetonitrile / 60 h / 20 °C

5.1: 100 percent / NaOH / methanol; H₂O / 20 °C

With sodium hydroxide; diphenylphosphoranyl azide; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In methanol; water; acetonitrile; benzene; 2.1: Curtius rearrangement;
DOI:10.1002/anie.200460420

Reference yield:

: 811867-76-2
(3S,4S)-3,4-Dimethoxy-cyclopentane-1,1-dicarboxylic acid methyl ester

: 811867-71-7
(3S,4S)-3,4-dimethoxy-1-{[(3S,4S)-3,4-dimethoxy-1-(benzyloxycarbonylamino)-cyclopentyl]carbonylamino}cyclopentanecarboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: diphenylphosphoryl azide; triethylamine / benzene / 1 h / Heating

1.2: 712 mg / benzene / 6 h / Heating

2.1: H₂ / Pd/C / methanol / 12 h

3.1: 465 mg / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 1-hydroxybenzotriazole / acetonitrile / 60 h / 20 °C

4.1: 100 percent / NaOH / methanol; H₂O / 20 °C

With sodium hydroxide; diphenylphosphoranyl azide; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In methanol; water; acetonitrile; benzene; 1.1: Curtius rearrangement;
DOI:10.1002/anie.200460420