Carbonic acid (4S,5S)-5-((R)-1-tert-butoxycarbonylamino-allyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 4-nitro-phenyl ester

Base Information

Chemical Name:Carbonic acid (4S,5S)-5-((R)-1-tert-butoxycarbonylamino-allyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 4-nitro-phenyl ester
CAS No.:90661-53-3
Molecular Formula:C₂₁H₂₈N₂O₉
Molecular Weight:452.461
Hs Code.:

Synonyms:Carbonic acid (4S,5S)-5-((R)-1-tert-butoxycarbonylamino-allyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 4-nitro-phenyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Carbonic acid (4S,5S)-5-((R)-1-tert-butoxycarbonylamino-allyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 4-nitro-phenyl ester

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Technology Process of Carbonic acid (4S,5S)-5-((R)-1-tert-butoxycarbonylamino-allyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 4-nitro-phenyl ester

There total 12 articles about Carbonic acid (4S,5S)-5-((R)-1-tert-butoxycarbonylamino-allyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 4-nitro-phenyl 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: 86.0%

: 90661-51-1,105369-33-3
1,1-dimethylethyl N-<-1-<<4S-<4α,4(S^*),5β>>-2,2-dimethyl-5-(hydroxymethyl)-1,3-dioxolan-4-yl>-2-propenyl>carbamate

: 7693-46-1
4-Nitrophenyl chloroformate

: 90661-53-3
Carbonic acid (4S,5S)-5-((R)-1-tert-butoxycarbonylamino-allyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 4-nitro-phenyl ester

Guidance literature:: In pyridine; at 0 ℃;
DOI:10.1246/cl.1984.405

Reference yield:

: [(R)-3-Azido-3-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-prop-1-ynyl]-trimethyl-silane

: 90661-53-3
Carbonic acid (4S,5S)-5-((R)-1-tert-butoxycarbonylamino-allyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 4-nitro-phenyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: NH₄F / n-Bu₄N(+)*HSO₄(-) / Ambient temperature

2: LiAlH₄ / diethyl ether / 0 °C

3: 76 percent / Et₃N / H₂O; dioxane / Ambient temperature

4: Na / liquid ammonia / -33 °C

5: 86 percent / pyridine / 0 °C

With ammonium fluoride; lithium aluminium tetrahydride; sodium; triethylamine; tetra(n-butyl)ammonium hydrogensulfate; In 1,4-dioxane; pyridine; diethyl ether; ammonia; water;
DOI:10.1246/cl.1984.405

Reference yield:

: 81028-12-8
(4S,5R)-4-benzyloxymethyl-2,2-dimethyl-1,3-dioxolane-5-carboxaldehyde

: 90661-53-3
Carbonic acid (4S,5S)-5-((R)-1-tert-butoxycarbonylamino-allyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 4-nitro-phenyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 83 percent / TiCl₄-Ti(O-i-Pr)4

2: 84 percent / pyridine / 0 °C

3: 85 percent / LiN₃ / hexamethylphosphoric acid triamide / 0 °C

4: NH₄F / n-Bu₄N(+)*HSO₄(-) / Ambient temperature

5: LiAlH₄ / diethyl ether / 0 °C

6: 76 percent / Et₃N / H₂O; dioxane / Ambient temperature

7: Na / liquid ammonia / -33 °C

8: 86 percent / pyridine / 0 °C

With ammonium fluoride; lithium aluminium tetrahydride; lithium azide; sodium; triethylamine; titanium(IV) isopropylate; tetra(n-butyl)ammonium hydrogensulfate; titanium tetrachloride; In 1,4-dioxane; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ammonia; water;
DOI:10.1246/cl.1984.405