63700-05-0

Basic information

• Product Name: 1,2:5,6-dianhydro-3,4-O-(1-methylethylidene)-D-mannitol
• Synonyms: 1,2:5,6-Dianhydro-3,4-O-(1-methylethylidene)mannitol; Mannitol, 1,2:5,6-dianhydro-3,4-O-(1-methylethylidene)-
• CAS NO: 63700-05-0
• Molecular Formula: C₉H₁₄O₄
• Molecular Weight: 186.2051
• Mol File: 63700-05-0.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 246.5°C at 760 mmHg
• Flash Point: 109.1°C
• Density: 1.283g/cm³
• Vapor Pressure: 0.0424mmHg at 25°C
• Refractive Index: 1.52
• CAS DataBase Reference: 1,2:5,6-dianhydro-3,4-O-(1-methylethylidene)-D-mannitol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2:5,6-dianhydro-3,4-O-(1-methylethylidene)-D-mannitol(63700-05-0)
• EPA Substance Registry System: 1,2:5,6-dianhydro-3,4-O-(1-methylethylidene)-D-mannitol(63700-05-0)

Safety Data

• Hazardous Substances Data: 63700-05-0(Hazardous Substances Data)

Upstream product

• 7251-85-6 1,6-dichloro-2S,3S,4S,5S-hexanetetraol 
• 69-65-8 mannitol 
• 3969-59-3 mannitol triacetonide 
• 3969-84-4 3,4-di-O-isopropylidene-D-mannitol 
• 53754-41-9 1,6-di-O-(p-toluenesulfonyl)-3,4-O-isopropylidene-D-mannitol 
• 162920-22-1 O²,O⁵-diacetyl-1,6-dichloro-O³,O⁴-isopropylidene-1,6-dideoxy-D-mannitol 
• 95237-75-5 1,6-dichloro-O³,O⁴-isopropylidene-1,6-dideoxy-D-mannitol 
• 172657-94-2 O³,O⁴-isopropylidene-1,6-diiodo-1,6-dideoxy-D-mannitol 
• 52868-81-2 O²,O⁵-diacetyl-O³,O⁴-isopropylidene-O¹,O⁶-bis-(toluene-4-sulfonyl)-D-mannitol 

Downstream Products

• 195833-59-1 O³,O⁴-isopropylidene-O¹,O⁶-diphenyl-D-mannitol 
• 142285-64-1 1,6-di-O-benzyl-3,4-O-methylethylidene-D-mannitol 
• 97579-26-5 C₂₅H₃₀O₆ 
• 404961-35-9 Acetic acid 4-((3aR,4R,8R,8aR)-4,8-dihydroxy-2,2-dimethyl-hexahydro-1,3-dioxa-6-aza-azulen-6-yl)-phenyl ester 
• 1187-00-4 1,6-Bis-methansulfonyl-D-mannit 
• 73928-09-3 1,6-Dithiocyano-1,6-dideoxy-D-mannitol 
• 1420479-82-8 C₃₁H₄₆O₆ 
• 1420479-81-7 C₂₇H₃₈O₆ 
• 1420479-80-6 C₂₉H₄₂O₆ 
• 1420479-79-3 C₂₅H₃₄O₆ 
• 1420479-88-4 C₃₃H₅₀O₁₀S₂ 
• 1420479-87-3 C₂₉H₄₂O₁₀S₂ 
• 1420479-86-2 C₃₁H₄₆O₁₀S₂ 
• 1420479-85-1 C₂₇H₃₈O₁₀S₂ 

Relevant articles and documents

Synthesis and DNA-binding ability of pyrrolo[2,1-c][1,4]benzodiazepine- azepane conjugates

A series of pyrrolobenzodiazepine-azepane conjugates linked through different alkane spacers have been prepared and their DNA thermal denaturation studies have been carried out. One of the compound (4b), elevates the DNA helix melting temperature of the CT-DNA by 2.0°C after incubation for 36 h at 37°C.

C2-symmetric enantiopure ethanotethered bis(α,β-butenolides) as templates for asymmetric synthesis. Application to the synthesis of (+)-grandisol

Starting from D-mannitol, we have prepared several C2-symmetric ethanotethered bis(α,βbutenolides) and studied their [2+2] photocycloaddition reaction with ethylene. The protective groups of the central diol unit have a noticeable influence on the facial selectivity of the cycloaddition, the bis(trimethylsilyloxy) derivatives showing the highest diastereoselectivity. A theoretical conformational analysis of the substrates in the ground state is in good agreement with the diastereofacial selectivity experimentally observed. The bis(photocycloadducts) have been converted into the enantiopure cyclobutanes formally derived from the photoreaction of ethylene with γ-0hydroxymethylα,β-butenolide, in which only a moderate facial selectivity had been previously found. As an application of these studies, we have developed a highly efficient and stereoselective synthesis of (+)-grandisol.

Synthesis of chiral hydroxyl phospholanes from D-mannitol and their use in asymmetric catalytic reactions

Chiral hydroxyl monophosphane 3 [(2S,3S,4S,5S)-3,4-dihydroxy-2,5-dimethyl-1-phenylphospholane] and bisphospholanes 5a [1,2-bis[(2S,3S,4S,5S)-3,4-dihydroxy-2,5-dimethylphospholanyl]benzene] and 5b [1,2-bis[(2S,3S,4S,5S)-2,5-diethyl-3,4-dihydroxyphospholanyl]benzene] were synthesized from readily available D-mannitol in high yields. Strategies for protection and deprotection of OH-groups in the presence of phosphines have been explored. Rate acceleration in the Baylis - Hillman reaction was observed when a hydroxyl phosphine was used as the catalyst. Rhodium complexes with chiral bisphospholanes are highly enantioselective catalysts for the asymmetric hydrogenation of various kinds of functionalized olefins such as dehydroamino acid derivatives, itaconic acid derivatives, and enamides. An interesting feature of the hydroxyl phospholane system is that hydrogenation of some substrates can be carried out in water with >99% ee and 100% conversion (e.g., itaconic acid).