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

Base Information

Chemical Name:methyl (3S,4S)-3,4-dimethoxy-1-{[(3S,4S)-3,4-dimethoxy-1-(benzyloxycarbonylamino)-cyclopentyl]carbonylamino}cyclopentanecarboxylate
CAS No.:811867-70-6
Molecular Formula:C₂₅H₃₆N₂O₉
Molecular Weight:508.569
Hs Code.:

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

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

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

There total 7 articles about methyl (3S,4S)-3,4-dimethoxy-1-{[(3S,4S)-3,4-dimethoxy-1-(benzyloxycarbonylamino)-cyclopentyl]carbonylamino}cyclopentanecarboxylate 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:

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

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 6963-02-6,58313-57-8,58313-64-7,58342-58-8
(2R,3R)-1,4-diiodo-2,3-dimethoxybutane

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

Guidance literature:: Multi-step reaction with 5 steps

1.1: 53 percent / t-BuOK / dimethylsulfoxide / 48 h

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

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

3.2: 712 mg / benzene / 6 h / Heating

4.1: H₂ / Pd/C / methanol / 12 h

5.1: 465 mg / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 1-hydroxybenzotriazole / acetonitrile / 60 h / 20 °C

With sodium hydroxide; diphenylphosphoranyl azide; potassium tert-butylate; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In methanol; water; dimethyl sulfoxide; acetonitrile; benzene; 3.1: Curtius rearrangement;
DOI:10.1002/anie.200460420

Reference yield:

: 811867-68-2
methyl (3S,4S)-1-benzyloxycarbonylamino-3,4-(dimethoxy)cyclopentanecarboxylate

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

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol / 12 h

2: 465 mg / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 1-hydroxybenzotriazole / acetonitrile / 60 h / 20 °C

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; acetonitrile;
DOI:10.1002/anie.200460420