Acetic acid 3-((5S,6R)-6-hydroxy-2,2-dimethyl-[1,3]dioxepan-5-ylcarbamoyl)-2-methyl-phenyl ester

Base Information

• Chemical Name: Acetic acid 3-((5S,6R)-6-hydroxy-2,2-dimethyl-[1,3]dioxepan-5-ylcarbamoyl)-2-methyl-phenyl ester
• CAS No.: 188936-02-9
• Molecular Formula: C₁₇H₂₃NO₆
• Molecular Weight: 337.373
• Mol file: 188936-02-9.mol

Synonyms:Acetic acid 3-((5S,6R)-6-hydroxy-2,2-dimethyl-[1,3]dioxepan-5-ylcarbamoyl)-2-methyl-phenyl ester

Chemical Property of Acetic acid 3-((5S,6R)-6-hydroxy-2,2-dimethyl-[1,3]dioxepan-5-ylcarbamoyl)-2-methyl-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid 3-((5S,6R)-6-hydroxy-2,2-dimethyl-[1,3]dioxepan-5-ylcarbamoyl)-2-methyl-phenyl ester

There total 1 articles about Acetic acid 3-((5S,6R)-6-hydroxy-2,2-dimethyl-[1,3]dioxepan-5-ylcarbamoyl)-2-methyl-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:

3-acetoxy-2-methylbenzoyl chloride (167678-46-8) + (5R,6S)-6-amino-2,2-dimethyl-1,3-dioxepan-5-ol acetate (188923-21-9) → Acetic acid 3-((5S,6R)-6-hydroxy-2,2-dimethyl-[1,3]dioxepan-5-ylcarbamoyl)-2-methyl-phenyl ester (188936-02-9)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; water;

DOI:10.1021/jo981472n

Reference yield:

Acetic acid 3-((5S,6R)-6-hydroxy-2,2-dimethyl-[1,3]dioxepan-5-ylcarbamoyl)-2-methyl-phenyl ester (188936-02-9) → nelfinavir (159989-64-7)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂

2: 1.) BF₃*Et₂O / 1.) CH₂Cl₂

3: K₂CO₃ / methanol; H₂O

4: 18 percent Chromat_. / ethane-1,2-diol / 20 h / 120 °C

With boron trifluoride diethyl etherate; potassium carbonate; triethylamine; In methanol; dichloromethane; water; ethylene glycol;

DOI:10.1021/jo981472n

Reference yield:

Acetic acid 3-((5S,6R)-6-hydroxy-2,2-dimethyl-[1,3]dioxepan-5-ylcarbamoyl)-2-methyl-phenyl ester (188936-02-9) → (2R)-2-methanesulfonyloxy-2-((4S)-2-(3-acetoxy-2-methylphenyl)-4,5-dihydrooxazol-4-yl)ethanol

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂

2: BF₃*Et₂O / CH₂Cl₂

With boron trifluoride diethyl etherate; triethylamine; In dichloromethane;

DOI:10.1021/jo981472n

upstream raw materials:

3-acetoxy-2-methylbenzoyl chloride

(5R,6S)-6-amino-2,2-dimethyl-1,3-dioxepan-5-ol acetate

Downstream raw materials:

nelfinavir

(2R)-1-acetoxy-2-((4S)-2-(3-acetoxy-2-methylphenyl)-4,5-dihydrooxazol-4-yl)-2-methanesulfonyloxyethane

(3S,4aS,8aS)-N-tert-butyl-2-((R)-2-hydroxy-2-((S)-2-(3-hydroxy-2-methylphenyl)-4,5-dihydrooxazol-4-yl)ethyl)-decahydroisoquinoline-3-carboxamide

(3S,4aS,8aS)-2-[(2S,3S)-3-Hydroxy-2-(3-hydroxy-2-methyl-benzoylamino)-4-phenylsulfanyl-butyl]-decahydro-isoquinoline-3-carboxylic acid tert-butylamide