(4R,5R)-2,2-DIMETHYL-1,3-DIOXOLANE-4,5-DICARBOXYLIC ACID DIMETHYL ESTER

• CAS: 37031-29-1
• Catalog Number: ACM37031291
• Category: Other Products
• Molecular Weight: 218.2
• Molecular Formula: C9H14O6
• Synonyms: CBDivE_005074, 359068_ALDRICH, 59542_FLUKA, ZINC00056779, ST5307289, (−)-Dimethyl 2,3-O-isopropylidene-L-tartrate, Dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate, (4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester, 37031-29-1
• IUPAC Name: dimethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate
• Canonical SMILES: CC1(OC(C(O1)C(=O)OC)C(=O)OC)C
• InChI Key: ROZOUYVVWUTPNG-PHDIDXHHSA-N
• Boiling Point: 270.2ºC at 760 mmHg 150ºC19 mm Hg(lit.)
• Flash Point: 135ºC
• Density: 1.19
• Appearance: clear slightly yellow clear liquid.
• EC Number: 609-324-2
• Exact Mass: 218.07900
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Safety Description: 23-24/25
• WGK Germany: 3

Synthetic Use

Upstream Synthesis Route 1

• 608-68-4
• 67-64-1

• 37031-29-1

Reference: [1]Location in patent: experimental part
Magee, David I.; Silk, Peter J.; Wu, Junping; Mayo, Peter D.; Ryall, Krista
[Tetrahedron, 2011, vol. 67, # 29, p. 5329 - 5338]

Downstream Synthesis Route 1

• 67-56-1
• 37031-29-1

• 73346-74-4

Reference: [1] Patent: EP3296296, 2018, A1, . Location in patent: Paragraph 0320

Downstream Synthesis Route 2

• 37031-29-1

• 73346-74-4

Reference: [1] Chirality, 2018, vol. 30, # 4, p. 342 - 350

Downstream Synthesis Route 3

• 37031-29-1

• 78086-72-3

Reference: [1] Chemistry Letters, 1981, p. 319 - 322
[2] Tetrahedron Letters, 1986, vol. 27, # 9, p. 1079 - 1080

Downstream Synthesis Route 4

• 106-39-8
• 37031-29-1

• 144109-80-8

Reference: [1]Gao, Xing; Han, Jianwei; Wang, Limin
[Organic Letters, 2015, vol. 17, # 18, p. 4596 - 4599]
[2]Current Patent Assignee: CHINESE ACADEMY OF SCIENCES - CN105056991, 2017, B
Location in patent: Paragraph 0083; 0087
[3]Mueller, Simona; Afraz, Marcel Cyrus; De Gelder, Rene; Ariaans, Gerry J. A.; Kaptein, Bernard; Broxterman, Quirinus B.; Bruggink, Alle
[European Journal of Organic Chemistry, 2005, # 6, p. 1082 - 1096]
[4]Weber, Edwin; Doerpinghaus, Norbert; Wimmer, Claus; Stein, Zafra; Krupitsky, Helena; Goldberg, Israel
[Journal of Organic Chemistry, 1992, vol. 57, # 25, p. 6825 - 6833]

Downstream Synthesis Route 5

• 37031-29-1
• 106-38-7

• 144109-48-8

Reference: [1]Gao, Xing; Han, Jianwei; Wang, Limin
[Organic Letters, 2015, vol. 17, # 18, p. 4596 - 4599]
[2]Current Patent Assignee: CHINESE ACADEMY OF SCIENCES - CN105056991, 2017, B
Location in patent: Paragraph 0123; 0126; 0127
[3]Sun, Chunrui; Potter, Bowman; Morken, James P.
[Journal of the American Chemical Society, 2014, vol. 136, # 18, p. 6534 - 6537]
[4]Mueller, Simona; Afraz, Marcel Cyrus; De Gelder, Rene; Ariaans, Gerry J. A.; Kaptein, Bernard; Broxterman, Quirinus B.; Bruggink, Alle
[European Journal of Organic Chemistry, 2005, # 6, p. 1082 - 1096]
[5]Weber, Edwin; Doerpinghaus, Norbert; Wimmer, Claus; Stein, Zafra; Krupitsky, Helena; Goldberg, Israel
[Journal of Organic Chemistry, 1992, vol. 57, # 25, p. 6825 - 6833]

* For details of the synthesis route, please refer to the original source to ensure accuracy.