(2R,6R,8S,12S)-1-aza-10-oxo-12-phenyl-4-thiatricyclo<6.4.0^1,8.0^2,6>dodecan-9-one

Base Information

• Chemical Name: (2R,6R,8S,12S)-1-aza-10-oxo-12-phenyl-4-thiatricyclo<6.4.0^1,8.0^2,6>dodecan-9-one
• CAS No.: 147406-87-9
• Molecular Formula: C₁₅H₁₇NO₂S
• Molecular Weight: 275.371

Synonyms:(2R,6R,8S,12S)-1-aza-10-oxo-12-phenyl-4-thiatricyclo<6.4.0^1,8.0^2,6>dodecan-9-one

Chemical Property of (2R,6R,8S,12S)-1-aza-10-oxo-12-phenyl-4-thiatricyclo<6.4.0^1,8.0^2,6>dodecan-9-one

Chemical Property:

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Technology Process of (2R,6R,8S,12S)-1-aza-10-oxo-12-phenyl-4-thiatricyclo<6.4.0^1,8.0^2,6>dodecan-9-one

There total 3 articles about (2R,6R,8S,12S)-1-aza-10-oxo-12-phenyl-4-thiatricyclo<6.4.0^1,8.0^2,6>dodecan-9-one 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: 75.0%

2‐(prop‐2‐en‐1‐ylsulfanyl)-acetaldehyde (120983-16-6) + (5S)-5-phenylmorpholin-2-one (144896-92-4,134872-85-8) → (2R,6R,8S,12S)-1-aza-10-oxo-12-phenyl-4-thiatricyclo<6.4.01,8.02,6>dodecan-9-one (147406-87-9)

Guidance literature:

With molecular sieve; In toluene; for 48h; Heating;

DOI:10.1016/0040-4039(93)85121-C

Reference yield:

allyl 2-hydroxyethyl sulfide (58965-04-1) → (2R,6R,8S,12S)-1-aza-10-oxo-12-phenyl-4-thiatricyclo<6.4.01,8.02,6>dodecan-9-one (147406-87-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / PCC / CH₂Cl₂

2: 75 percent / molecular sieves / toluene / 48 h / Heating

With molecular sieve; pyridinium chlorochromate; In dichloromethane; toluene;

DOI:10.1016/0040-4039(93)85121-C

Reference yield:

methyl 2-(allylthio)acetate (72867-23-3) → (2R,6R,8S,12S)-1-aza-10-oxo-12-phenyl-4-thiatricyclo<6.4.01,8.02,6>dodecan-9-one (147406-87-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 73 percent / LiAlH₄ / diethyl ether / Heating

2: 56 percent / PCC / CH₂Cl₂

3: 75 percent / molecular sieves / toluene / 48 h / Heating

With lithium aluminium tetrahydride; molecular sieve; pyridinium chlorochromate; In diethyl ether; dichloromethane; toluene;

DOI:10.1016/0040-4039(93)85121-C

upstream raw materials:

2‐(prop‐2‐en‐1‐ylsulfanyl)-acetaldehyde

(5S)-5-phenylmorpholin-2-one

allyl 2-hydroxyethyl sulfide

methyl 2-(allylthio)acetate

Downstream raw materials:

(2S,6S,8R,9R)-1-aza-8,9-dimethyl-4-oxa-2-phenylbicyclo<4.3.0^1,6>nonan-5-one

(2S,4R,5R)-4,5-dimethylproline ethyl ester

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