(5R,11R,11aS)-4,5,11,11a-tetrahydro-5-[3,5-dimethoxy-4-(carbobenzoxyoxy)phenyl]-11-[3-methoxy-4-(carbobenzoxyoxy)anilino]-1H,6H-oxazolo[3',4':1,6]pyrido[3,4-b]indol-3-one

Base Information

• Chemical Name: (5R,11R,11aS)-4,5,11,11a-tetrahydro-5-[3,5-dimethoxy-4-(carbobenzoxyoxy)phenyl]-11-[3-methoxy-4-(carbobenzoxyoxy)anilino]-1H,6H-oxazolo[3',4':1,6]pyrido[3,4-b]indol-3-one
• CAS No.: 176915-13-2
• Molecular Formula: C₄₄H₃₉N₃O₁₁
• Molecular Weight: 785.807
• Mol file: 176915-13-2.mol

Synonyms:(5R,11R,11aS)-4,5,11,11a-tetrahydro-5-[3,5-dimethoxy-4-(carbobenzoxyoxy)phenyl]-11-[3-methoxy-4-(carbobenzoxyoxy)anilino]-1H,6H-oxazolo[3',4':1,6]pyrido[3,4-b]indol-3-one

Chemical Property of (5R,11R,11aS)-4,5,11,11a-tetrahydro-5-[3,5-dimethoxy-4-(carbobenzoxyoxy)phenyl]-11-[3-methoxy-4-(carbobenzoxyoxy)anilino]-1H,6H-oxazolo[3',4':1,6]pyrido[3,4-b]indol-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R,11R,11aS)-4,5,11,11a-tetrahydro-5-[3,5-dimethoxy-4-(carbobenzoxyoxy)phenyl]-11-[3-methoxy-4-(carbobenzoxyoxy)anilino]-1H,6H-oxazolo[3',4':1,6]pyrido[3,4-b]indol-3-one

There total 10 articles about (5R,11R,11aS)-4,5,11,11a-tetrahydro-5-[3,5-dimethoxy-4-(carbobenzoxyoxy)phenyl]-11-[3-methoxy-4-(carbobenzoxyoxy)anilino]-1H,6H-oxazolo[3',4':1,6]pyrido[3,4-b]indol-3-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: 33.0%

Carbonic acid 4-amino-2-methoxy-phenyl ester benzyl ester (176915-26-7) + Carbonic acid benzyl ester 2,6-dimethoxy-4-((3aR,4R,10R)-4-methoxy-1-oxo-3a,4,9,10-tetrahydro-3H-2-oxa-9,10a-diaza-cyclopenta[b]fluoren-10-yl)-phenyl ester (1026686-21-4) → (5R,11R,11aS)-4,5,11,11a-tetrahydro-5-[3,5-dimethoxy-4-(carbobenzoxyoxy)phenyl]-11-[3-methoxy-4-(carbobenzoxyoxy)anilino]-1H,6H-oxazolo[3',4':1,6]pyrido[3,4-b]indol-3-one (176915-13-2)

Guidance literature:

With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; for 4h;

DOI:10.1021/jm9508806

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → (5R,11R,11aS)-4,5,11,11a-tetrahydro-5-[3,5-dimethoxy-4-(carbobenzoxyoxy)phenyl]-11-[3-methoxy-4-(carbobenzoxyoxy)anilino]-1H,6H-oxazolo[3',4':1,6]pyrido[3,4-b]indol-3-one (176915-13-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / TEA / CH₂Cl₂ / 2 h

2: 97 percent / SnCl₂*H₂O / H₂O; ethanol / Heating

3: 33 percent / 4A molecular sieves, BF₃*OEt₂ / CH₂Cl₂ / 4 h

With 4 A molecular sieve; TEA; boron trifluoride diethyl etherate; tin(ll) chloride; In ethanol; dichloromethane; water;

DOI:10.1021/jm9508806

Reference yield:

2-methoxy-4-nitrophenol (3251-56-7) → (5R,11R,11aS)-4,5,11,11a-tetrahydro-5-[3,5-dimethoxy-4-(carbobenzoxyoxy)phenyl]-11-[3-methoxy-4-(carbobenzoxyoxy)anilino]-1H,6H-oxazolo[3',4':1,6]pyrido[3,4-b]indol-3-one (176915-13-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / TEA / CH₂Cl₂ / 2 h

2: 97 percent / SnCl₂*H₂O / H₂O; ethanol / Heating

3: 33 percent / 4A molecular sieves, BF₃*OEt₂ / CH₂Cl₂ / 4 h

With 4 A molecular sieve; TEA; boron trifluoride diethyl etherate; tin(ll) chloride; In ethanol; dichloromethane; water;

DOI:10.1021/jm9508806

upstream raw materials:

Carbonic acid 4-amino-2-methoxy-phenyl ester benzyl ester

Carbonic acid benzyl ester 2,6-dimethoxy-4-((3aR,4R,10R)-4-methoxy-1-oxo-3a,4,9,10-tetrahydro-3H-2-oxa-9,10a-diaza-cyclopenta[b]fluoren-10-yl)-phenyl ester

2-methoxy-4-nitrophenol

3-methoxy-4-(carbobenzoxyoxy)nitrobenzene