(-)-(3R,5S)-3-(tert-butoxycarbonylamino)-5-[(R)-methoxycarbonyl(benzyloxycarbonylamino)methyl]cyclpent-1-ene

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Chemical Name:(-)-(3R,5S)-3-(tert-butoxycarbonylamino)-5-[(R)-methoxycarbonyl(benzyloxycarbonylamino)methyl]cyclpent-1-ene
CAS No.:725233-44-3
Molecular Formula:C₂₁H₂₈N₂O₆
Molecular Weight:404.463
Hs Code.:

Synonyms:(-)-(3R,5S)-3-(tert-butoxycarbonylamino)-5-[(R)-methoxycarbonyl(benzyloxycarbonylamino)methyl]cyclpent-1-ene

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Chemical Property of (-)-(3R,5S)-3-(tert-butoxycarbonylamino)-5-[(R)-methoxycarbonyl(benzyloxycarbonylamino)methyl]cyclpent-1-ene

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Technology Process of (-)-(3R,5S)-3-(tert-butoxycarbonylamino)-5-[(R)-methoxycarbonyl(benzyloxycarbonylamino)methyl]cyclpent-1-ene

There total 3 articles about (-)-(3R,5S)-3-(tert-butoxycarbonylamino)-5-[(R)-methoxycarbonyl(benzyloxycarbonylamino)methyl]cyclpent-1-ene 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: 93.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 725233-42-1
(R)-Amino-((1S,4R)-4-tert-butoxycarbonylamino-cyclopent-2-enyl)-acetic acid methyl ester

: 725233-44-3
(-)-(3R,5S)-3-(tert-butoxycarbonylamino)-5-[(R)-methoxycarbonyl(benzyloxycarbonylamino)methyl]cyclpent-1-ene

Guidance literature:: With sodium hydrogencarbonate; In tetrahydrofuran; water;
DOI:10.1021/jo0496796

Reference yield:

: 189625-14-7
(2S,4R)-acetic acid 4-tert-butoxycarbonylaminocyclopent-2-enyl ester

: 725233-44-3
(-)-(3R,5S)-3-(tert-butoxycarbonylamino)-5-[(R)-methoxycarbonyl(benzyloxycarbonylamino)methyl]cyclpent-1-ene

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / NaOAc; Pd(OAc)2; PPh₃ / tetrahydrofuran / 20 °C

2: 879 mg / L-tartaric acid; NaBH₄; TiCl₃ / HCl; NaOH / H₂O; methanol / 4 h / pH 7.8

3: 93 percent / NaHCO₃ / tetrahydrofuran; H₂O

With palladium diacetate; sodium tetrahydroborate; titanium(III) chloride; L-Tartaric acid; sodium acetate; sodium hydrogencarbonate; triphenylphosphine; hydrogenchloride; sodium hydroxide; In tetrahydrofuran; methanol; water;
DOI:10.1021/jo0496796

Reference yield:

: 725233-40-9
methyl 4-N-(tert-butoxycarbamoyl)-α-nitro-2-cyclopentenylacetate

: 725233-44-3
(-)-(3R,5S)-3-(tert-butoxycarbonylamino)-5-[(R)-methoxycarbonyl(benzyloxycarbonylamino)methyl]cyclpent-1-ene

Guidance literature:: Multi-step reaction with 2 steps

1: 879 mg / L-tartaric acid; NaBH₄; TiCl₃ / HCl; NaOH / H₂O; methanol / 4 h / pH 7.8

2: 93 percent / NaHCO₃ / tetrahydrofuran; H₂O

With sodium tetrahydroborate; titanium(III) chloride; L-Tartaric acid; sodium hydrogencarbonate; hydrogenchloride; sodium hydroxide; In tetrahydrofuran; methanol; water;
DOI:10.1021/jo0496796