1616780-04-1

Basic information

• Product Name: (2R,2’S)-2-(2-benzyloxymethyl-5-methoxy-7-methylchroman-2-yl)-2-(tertbutyldimethylsilyloxy)ethan-1-ol
• Synonyms: (2R,2’S)-2-(2-benzyloxymethyl-5-methoxy-7-methylchroman-2-yl)-2-(tertbutyldimethylsilyloxy)ethan-1-ol
• CAS NO: 1616780-04-1
• Molecular Weight: 472.697
• Mol File: 1616780-04-1.mol

Chemical Properties

• CAS DataBase Reference: (2R,2’S)-2-(2-benzyloxymethyl-5-methoxy-7-methylchroman-2-yl)-2-(tertbutyldimethylsilyloxy)ethan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,2’S)-2-(2-benzyloxymethyl-5-methoxy-7-methylchroman-2-yl)-2-(tertbutyldimethylsilyloxy)ethan-1-ol(1616780-04-1)
• EPA Substance Registry System: (2R,2’S)-2-(2-benzyloxymethyl-5-methoxy-7-methylchroman-2-yl)-2-(tertbutyldimethylsilyloxy)ethan-1-ol(1616780-04-1)

Safety Data

• Hazardous Substances Data: 1616780-04-1(Hazardous Substances Data)

Upstream product

• 1616779-87-3 (2S)-benzyloxymethyl-5-methoxy-7-methyl-2-vinylchroman 
• 1616779-86-2 (2S)-(2-benzyloxymethyl-5-methoxy-7-methylchroman-2-yl)ethan-1-ol 
• 1616779-85-1 methyl (2S)-2-(2-benzyloxymethyl-5-methoxy-7-methylchroman-2-yl)-acetate 
• 1616779-84-0 2-[3-(benzyloxymethyl)but-3-en-1-yl]-3-methoxy-5-methylphenol 
• 131121-30-7 <α-(benzyloxy)acetyl>methylenetriphenylphosphorane 
• 6937-96-8 2,6-dimethoxy-4-methylbenzaldehyde 
• 1616779-83-9 2-(3-(benzyloxymethyl)but-3-en-1-yl)-1,3-dimethoxy-5-methylbenzene 
• 1616779-82-8 1-benzyloxy-4-(2,6-dimethoxy-4-methylphenyl)-butan-2-one 
• 1616780-03-0 (2R,1’S)-1-(2-benzyloxymethyl-5-methoxychroman-2-yl)-1,2-(bis-tertbutyldimethylsilyloxy)ethane 
• 1616779-81-7 (E)-1-benzyloxy-4-(2,6-dimethoxy-4-methylphenyl)-but-3-en-2-one 
• 1616779-89-5 (1’S,2R)-1-(2-benzyloxymethyl-5-methoxy-7-methylchroman-2-yl)ethane-1,2-diol 

Downstream Products

• 1616780-05-2 (2R,2’R)-2-(benzyloxymethyl-5-methoxy-7-methylchroman-2-yl)-2-(tertbutyldimethylsilyloxy)acetaldehyde 

Relevant articles and documents

A domino approach to the enantioselective total syntheses of blennolide C and gonytolide C

The first enantioselective total syntheses of the tetrahydroxanthenone (-)-blennolide C (ent-4) and related γ-lactonyl chromanone (-)-gonytolide C (ent-3) are reported. Key to the syntheses is an enantioselective domino-Wacker/carbonylation/methoxylation reaction to set up the stereocentre at C-4a. Various chiral BOXAX ligands were investigated, including novel (S,S)-iBu-BOXAX, and allowed access to chromane 8 in an excellent enantioselectivity of 99 %. The second stereocentre at C-4 was established employing a diastereoselective Sharpless dihydroxylation. An extensive survey of (DHQ)- and (DHQD)-based ligands enabled the preparation of both the anti-isomer 14 a and the syn-isomer 14 b in very good to reasonable selectivities of 13.7:1 and 1:3.7, respectively. While 14 a was further converted to ent-3 and ent-4, 14 b was elaborated to syn-acid 25 and 2 -epi-gonytolide C 28.