134311-94-7

Basic information

• Product Name: Acetic acid (2R,3R,4S,5R,6S)-3,5-bis-benzyloxy-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-4-yl ester
• Synonyms: Acetic acid (2R,3R,4S,5R,6S)-3,5-bis-benzyloxy-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-4-yl ester
• CAS NO: 134311-94-7
• Molecular Weight: 478.609
• Mol File: 134311-94-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Acetic acid (2R,3R,4S,5R,6S)-3,5-bis-benzyloxy-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-4-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid (2R,3R,4S,5R,6S)-3,5-bis-benzyloxy-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-4-yl ester(134311-94-7)
• EPA Substance Registry System: Acetic acid (2R,3R,4S,5R,6S)-3,5-bis-benzyloxy-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-4-yl ester(134311-94-7)

Safety Data

• Hazardous Substances Data: 134311-94-7(Hazardous Substances Data)

Upstream product

• 134311-55-0 (3R,4S,5R,6R)-4-Allyloxy-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran 
• 134311-92-5 methyl-2,4-di-O-benzyl-β-D-quinovopyranoside 
• 134311-93-6 Acetic acid (2R,3R,4S,5R,6R)-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yl ester 

Downstream Products

• 134311-73-2 C₄₉H₇₀O₆ 
• 134311-73-2 C₄₉H₇₀O₆ 
• 134311-59-4 C₃₇H₄₄O₁₁ 
• 134311-59-4 C₃₇H₄₄O₁₁ 
• 134311-49-2 Acetic acid (2R,3R,4S,5R,6R)-3-((2S,3R,4S,5R,6R)-4-acetoxy-3,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-allyloxy-5-benzyloxy-6-methyl-tetrahydro-pyran-4-yl ester 
• 134357-75-8 Acetic acid (2R,3R,4S,5R,6R)-3-((2R,3R,4S,5R,6R)-4-acetoxy-3,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-allyloxy-5-benzyloxy-6-methyl-tetrahydro-pyran-4-yl ester 
• 134357-76-9 Acetic acid (2S,3R,4S,5R,6R)-3-((2R,3R,4S,5R,6R)-4-acetoxy-3,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-allyloxy-5-benzyloxy-6-methyl-tetrahydro-pyran-4-yl ester 
• 134311-95-8 Acetic acid (2R,3R,4S,5R,6R)-3,5-bis-benzyloxy-2-(3,5-dinitro-pyridin-2-yloxy)-6-methyl-tetrahydro-pyran-4-yl ester 
• 134311-64-1 Acetic acid (2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-2-(3,5-dinitro-pyridin-2-yloxy)-6-methyl-tetrahydro-pyran-4-yl ester 
• 127874-89-9 3-O-acetyl-2,4-di-O-benzyl-6-deoxy-D-glucopyranose 

Relevant articles and documents

Phyllanthoside-Phyllanthostatin Synthetic Studies. 8. Total Synthesis of (+)-Phyllanthoside. Development of the Mitsunobu Glycosyl Ester Protocol

The first total syntheses of the antineoplastic glycoside (+)-phyllanthoside (1) and the parent disaccharide (-)-phyllanthose (5) have been achieved. Stereoselective Koenigs-Knorr coupling of two 6-deoxyglucose derivatives, bromide 54 and alcohol 55, generated the uncommon 1′ → 2β glycosidic linkage of (-)-phyllanthose. A stereochemically convergent Mitsunobu reaction of protected disaccharide 87 with aglycon carboxylic acid 80, prepared via asymmetric synthesis, then led to 1 of high enantiomeric purity. The Mitsunobu procedure comprises an efficient general method for stereospecific assembly of β-glycosyl esters.