685143-07-1

Basic information

• Product Name: Carbamic acid, [1-[(1R)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-(hydroxymethyl)ethyl]- 4-(phenylmethoxy)-2-naphthalenyl]-, 1,1-dimethylethyl ester
• CAS NO: 685143-07-1
• Molecular Formula: C31H43NO5Si
• Molecular Weight: 537.772
• Mol File: 685143-07-1.mol

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [1-[(1R)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-(hydroxymethyl)ethyl]- 4-(phenylmethoxy)-2-naphthalenyl]-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [1-[(1R)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-(hydroxymethyl)ethyl]- 4-(phenylmethoxy)-2-naphthalenyl]-, 1,1-dimethylethyl ester(685143-07-1)
• EPA Substance Registry System: Carbamic acid, [1-[(1R)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-(hydroxymethyl)ethyl]- 4-(phenylmethoxy)-2-naphthalenyl]-, 1,1-dimethylethyl ester(685143-07-1)

Safety Data

• Hazardous Substances Data: 685143-07-1(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 5959-56-8 4-amino-1-naphthol hydrochloride 
• 685143-05-9 (1S)-1-acetoxy-2-(4-benzyloxy-2-(tert-butyloxycarbonylamino)naphthalen-1-yl)-3-hydroxypropane 
• 685143-04-8 2-(4-benzyloxy-2-(tert-butyloxycarbonylamino)naphthalen-1-yl)-1,3-propanediol 
• 685143-03-7 [4-benzyloxy-1-(2,2-dimethyl[1,3]dioxan-5-yl)naphthalen-2-yl]carbamic acid tert-butyl ester 
• 685142-87-4 dimethyl 2-(4-benzyloxy-2-nitronaphthalen-1-yl)malonate 
• 685142-88-5 2-(4-benzyloxy-2-nitronaphthalen-1-yl)propane-1,3-diol 
• 685143-01-5 5-(4-benzyloxy-2-nitronaphthalen-1-yl)-2,2-dimethyl[1,3]dioxane 
• 685143-02-6 [4-benzyloxy-1-(2,2-dimethyl[1,3]dioxan-5-yl)naphthalen-2-yl]amine 
• 685142-82-9 1-(acetylamino)-4-benzyloxy-2-nitronaphthalene 
• 685142-83-0 4-(benzyloxy)-2-nitronaphthalen-1-amine 
• 685142-86-3 4-benzyloxy-1-chloro-2-nitronaphthalene 
• 685143-09-3 1-(acetylamino)-4-hydroxy-2-nitronaphthalene 
• 98728-71-3 4-acetoxy-1-(acetylamino)naphthalene 

Downstream Products

• 685143-08-2 (R)-5-benzyloxy-1-(tert-butyldimethylsilyloxymethyl)-3-(tert-butyloxycarbonyl)-2,3-dihydro-1H-benz[e]indole 

Relevant articles and documents

Effective Asymmetric Synthesis of 1,2,9,9a-Tetrahydrocyclopropa[c]benzo[e]indol-4-one (CBI)

A short, asymmetric synthesis of the 1,2,9,9a-tetrahydrocyclopropa[c]benzo[e]indol-4-one (CBI) analogue of the CC-1065 and duocarmycin alkylation subunits is detailed that employs an effective enzymatic desymmetrization reaction of prochiral diol 12 using a commercially available Pseudomonas sp. lipase. The optically active monoacetate (S)-13 is furnished in exceptional conversions (88%) and optical purity (99% ee) and serves as an intermediate for the preparation of either enantiomer of CBI. Similarly, the Pseudomonas sp. lipase resolved the racemic intermediate 19, affording advanced intermediates of CBI in good conversions and optical purity (99% ee), and provided an alternative approach to the preparation of optically active CBI derivatives.