35939-75-4

Basic information

• Product Name: methyl 6-deoxy-2,4-di-O-methyl-α-L-mannopyranoside
• Synonyms: methyl 6-deoxy-2,4-di-O-methyl-α-L-mannopyranoside
• CAS NO: 35939-75-4
• Molecular Weight: 206.239
• Mol File: 35939-75-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: methyl 6-deoxy-2,4-di-O-methyl-α-L-mannopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 6-deoxy-2,4-di-O-methyl-α-L-mannopyranoside(35939-75-4)
• EPA Substance Registry System: methyl 6-deoxy-2,4-di-O-methyl-α-L-mannopyranoside(35939-75-4)

Safety Data

• Hazardous Substances Data: 35939-75-4(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 14917-55-6 methyl 6-deoxy-α-L-mannopyranoside 
• 58808-74-5 C₆₀H₉₆O₂₄ 

Downstream Products

• 20735-86-8 O²,O⁴-dimethyl-N-phenyl-β-L-rhamnopyranosylamine 
• 22249-27-0 L-nogalose 
• 141418-25-9 Methyl 3-O-<3-O-(3-O-allyl-4-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-4-O-benzyl-2-O-methyl-α-L-rhamnopyranosyl>-2,4-di-O-methyl-α-L-rhamnopyranoside 
• 141418-26-0 Methyl 3-O-<4-O-benzyl-3-O-(4-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-2-O-methyl-α-L-rhamnopyranosyl>-2,4-di-O-methyl-α-L-rhamnopyranoside 
• 141418-20-4 Methyl 3-O-(4-O-benzyl-2-O-methyl-α-L-rhamnopyranosyl)-2,4-di-O-methyl-α-L-rhamnopyranoside 
• 141418-19-1 Methyl 3-O-(3-O-allyl-4-O-benzyl-2-O-methyl-α-L-rhamnopyranosyl)-2,4-di-O-methyl-α-L-rhamnopyranoside 

Relevant articles and documents

Regioselective methylation of methyl glycopyranosides with diazomethane in the presence of transition-metal chlorides and of boric acid

Partial methylation of the methyl pyranosides of a number of pentoses, hexoses, 6-deoxyhexoses, methyl uronates and their methyl ethers with diazomethane in the presence of transition-metal chlorides and boric acid was studied. It was found for methyl glycosides of pentoses and 6-deoxyhexoses that tin(II), antimony(III), and titanium(IV) chlorides as well as boric acid promoted substitution mainly of OH-3, but with cerium(III) and zinc(II) salts mainly substitution of OH-2 was observed. Methylation of methyl β-l-rhamnopyranoside demonstrated higher reactivity of OH-2 in all cases. The methylation of methyl glycosides of hexoses in the presence of tin(II), antimony(III) and cerium(III) chlorides gave mainly 3-methyl ethers. The 3-methyl ethers, which are not involved in further complexation, accumulated up to 50-80% of the reaction mixture (95-100% of monomethyl ether fraction). Convenient preparative syntheses of methyl ethers for a number of sugars are suggested. Copyright (C) 1999 Elsevier Science Ltd.

Steroid Saponins and Sapogenins of Underground Parts of Trillium kamtschaticum PALL. III. On the Structure of a Novel Type of Steroid Glycoside, Trillenoside A, an 18-Norspirostanol Oligoside

A glycoside, mp 209-220 deg C (decomp), D -142 degree, C47H70O24, named trillenoside A (I), was isolated from the rhizomes of Trillium kamtschaticum PALL (Liliaceae).The structure of its aglycone (designated trillenogenin, II), mp 250-251 deg C, D -198 degree, C26H36O8, was determined by X-ray crystallographic analysis of the tetraacetyl monobrosyl derivative, mp 242-244 deg C (dec.), D -112 degree, C40H47BrO14S, and I was characterized as 15-oxo-18-nor-25R-spirosta-5,13-diene-1β,3β,21,23α,24β-pentaol-1-O-β-D-apiofuranosyl-(1->3)-α-L-rhamnopyranosyl-(1->2)-3)>-α-L-arabinopyranoside.I is thus a novel type of steroid glycoside, noteworthy in that the aglycone is an 18-nor-spirostane derivative having an enone system in the D-ring and hydroxyl groups at C21 and in the F-ring, and also in that the sugar moiety is a branched-chain tetrasaccharide containing apiose.Keywords - trillenoside A; 15-oxo-18-nor-spirostadiene-pentaol tetraglycoside; Trillium kamtschaticum PALL; structure determination; trillenogenin; X-ray analysis