(-)-(1R)-2,2-difluoro-1-methyl-O-benzoyl-4-pentyl(benzyloxycarbonyl)amine

Base Information

Chemical Name:(-)-(1R)-2,2-difluoro-1-methyl-O-benzoyl-4-pentyl(benzyloxycarbonyl)amine
CAS No.:364049-80-9
Molecular Formula:C₂₁H₂₁F₂NO₄
Molecular Weight:389.399
Hs Code.:

Synonyms:(-)-(1R)-2,2-difluoro-1-methyl-O-benzoyl-4-pentyl(benzyloxycarbonyl)amine

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Chemical Property of (-)-(1R)-2,2-difluoro-1-methyl-O-benzoyl-4-pentyl(benzyloxycarbonyl)amine

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Technology Process of (-)-(1R)-2,2-difluoro-1-methyl-O-benzoyl-4-pentyl(benzyloxycarbonyl)amine

There total 7 articles about (-)-(1R)-2,2-difluoro-1-methyl-O-benzoyl-4-pentyl(benzyloxycarbonyl)amine 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: 95.0%

: 65-85-0,8013-63-6
benzoic acid

: 364049-71-8
(-)-(2R)-2-(N-benzyloxycarbonyl)amino-3,3-difluoro-5-hexen-1-ol

: 364049-80-9
(-)-(1R)-2,2-difluoro-1-methyl-O-benzoyl-4-pentyl(benzyloxycarbonyl)amine

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 7h;
DOI:10.1021/ol016087q

Reference yield:

: 364049-82-1
N-(4-methoxyphenyl)-1-chloro-2,2-difluoro-4-pentenimidoyl chloride

: 364049-80-9
(-)-(1R)-2,2-difluoro-1-methyl-O-benzoyl-4-pentyl(benzyloxycarbonyl)amine

Guidance literature:: Multi-step reaction with 7 steps

1.1: 80 percent / LDA / tetrahydrofuran / 6 h / -78 - 20 °C

2.1: Bu₄NBH₄ / methanol; tetrahydrofuran / 5 h / -70 - 20 °C

3.1: CAN / acetonitrile; H₂O / 0.5 h / 0 °C

4.1: 76 percent / K₂CO₃ / dioxane; H₂O / 2 h / 20 °C

5.1: sym-collidine / acetonitrile / 0.08 h / 0 °C

6.1: K₂CO₃ / acetonitrile; H₂O

6.2: NaBH₄ / acetonitrile; H₂O / 0.25 h / 20 °C

7.1: 95 percent / DCC; DMAP / CH₂Cl₂ / 7 h / 20 °C

With 2,4,6-trimethyl-pyridine; dmap; ammonium cerium(IV) nitrate; tetrabutylammonium borohydride; potassium carbonate; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetonitrile; 5.1: Pummerer rearrangement;
DOI:10.1021/ol016087q

Reference yield:

: (S)-2,2-Difluoro-1-((S)-naphthalene-1-sulfinylmethyl)-pent-4-enylamine

: 364049-80-9
(-)-(1R)-2,2-difluoro-1-methyl-O-benzoyl-4-pentyl(benzyloxycarbonyl)amine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 76 percent / K₂CO₃ / dioxane; H₂O / 2 h / 20 °C

2.1: sym-collidine / acetonitrile / 0.08 h / 0 °C

3.1: K₂CO₃ / acetonitrile; H₂O

3.2: NaBH₄ / acetonitrile; H₂O / 0.25 h / 20 °C

4.1: 95 percent / DCC; DMAP / CH₂Cl₂ / 7 h / 20 °C

With 2,4,6-trimethyl-pyridine; dmap; potassium carbonate; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; water; acetonitrile; 2.1: Pummerer rearrangement;
DOI:10.1021/ol016087q