(2R,4S)-tert-butyl 2-oxo-3-(9-(9-phenylfluorenyl))-1,2,3-oxathiazainane-4-carboxylate

Base Information

• Chemical Name: (2R,4S)-tert-butyl 2-oxo-3-(9-(9-phenylfluorenyl))-1,2,3-oxathiazainane-4-carboxylate
• CAS No.: 370883-69-5
• Molecular Formula: C₂₇H₂₇NO₄S
• Molecular Weight: 461.582
• Mol file: 370883-69-5.mol

Synonyms:(2R,4S)-tert-butyl 2-oxo-3-(9-(9-phenylfluorenyl))-1,2,3-oxathiazainane-4-carboxylate

Chemical Property of (2R,4S)-tert-butyl 2-oxo-3-(9-(9-phenylfluorenyl))-1,2,3-oxathiazainane-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4S)-tert-butyl 2-oxo-3-(9-(9-phenylfluorenyl))-1,2,3-oxathiazainane-4-carboxylate

There total 1 articles about (2R,4S)-tert-butyl 2-oxo-3-(9-(9-phenylfluorenyl))-1,2,3-oxathiazainane-4-carboxylate 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: 71.0%

(2S)-tert-butyl 2-[N-(9-(9-phenylfluorenyl))amino]-4-hydroxybutanoate (215182-75-5) → (2S,4S)-tert-butyl 2-oxo-3-(9-(9-phenylfluorenyl))-1,2,3-oxathiazainane-4-carboxylate + (2R,4S)-tert-butyl 2-oxo-3-(9-(9-phenylfluorenyl))-1,2,3-oxathiazainane-4-carboxylate (370883-69-5)

Guidance literature:

With 1H-imidazole; thionyl chloride; triethylamine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/ol016225b

Reference yield: 89.0%

(2R,4S)-tert-butyl 2-oxo-3-(9-(9-phenylfluorenyl))-1,2,3-oxathiazainane-4-carboxylate (370883-69-5) → (4S)-tert-butyl 2,2-dioxo-3-(9-(9-phenylfluorenyl))-1,2,3-oxathiazainane-4-carboxylate (370883-68-4)

Guidance literature:

With ruthenium trichloride; sodium periodate; In water; acetonitrile; at 0 ℃; for 6h;

DOI:10.1021/ol016225b

Reference yield:

(2R,4S)-tert-butyl 2-oxo-3-(9-(9-phenylfluorenyl))-1,2,3-oxathiazainane-4-carboxylate (370883-69-5) → (2S)-tert-butyl 2-[D,L-N-(p-toluenesulfonyl)prolinamido]-4-(morpholin-4-yl)butanoate

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / RuCl₃*H₂O; NaIO₄ / acetonitrile; H₂O / 6 h / 0 °C

2: 95 percent / acetonitrile / 30 h / 75 °C

3: 97 percent / H₂ / Pd/C / methanol / 72 h / 7600.51 Torr

4: Et₃N / CH₂Cl₂ / 1 h

With ruthenium trichloride; sodium periodate; hydrogen; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; water; acetonitrile;

DOI:10.1021/ol016225b

upstream raw materials:

(2S)-tert-butyl 2-[N-(9-(9-phenylfluorenyl))amino]-4-hydroxybutanoate

Downstream raw materials:

(4S)-tert-butyl 2,2-dioxo-3-(9-(9-phenylfluorenyl))-1,2,3-oxathiazainane-4-carboxylate

(2S)-tert-butyl 2-[N-(9-(9-phenylfluorenyl))amino]-4-(piperidinyl)butanoate

(2S)-tert-butyl 2-[N-(9-(9-phenylfluorenyl))amino]-4-(morpholin-4-yl)butanoate