1,2-O-ISOPROPYLIDENE-BETA-L-IDOFURANOSE

Base Information

• Chemical Name: 1,2-O-ISOPROPYLIDENE-BETA-L-IDOFURANOSE
• CAS No.: 29747-91-9
• Molecular Formula: C9H16 O6
• Molecular Weight: 220.222
• Mol file: 29747-91-9.mol

Synonyms:Idofuranose,1,2-O-isopropylidene-, b-L- (6CI,7CI,8CI); Furo[2,3-d]-1,3-dioxole, b-L-idofuranose deriv.; 1,2-O-Isopropylidene-b-L-idofuranose

Chemical Property of 1,2-O-ISOPROPYLIDENE-BETA-L-IDOFURANOSE

Chemical Property:

• Melting Point: 113-115 °C
• PSA: 88.38000
• LogP: -1.42310
• Storage Temp.: −20°C

Purity/Quality:

97% ^*data from raw suppliers

1,2-O-ISOPROPYLIDENE-BETA-L-IDOFURANOSE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2-O-ISOPROPYLIDENE-BETA-L-IDOFURANOSE

There total 11 articles about 1,2-O-ISOPROPYLIDENE-BETA-L-IDOFURANOSE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (329899-64-1) → 1,2-O-isopropylidene-α-D-glucofuranose (582-51-4,4495-04-9,18549-40-1,27108-10-7,29747-91-9,31718-77-1,51921-42-7,121701-18-6)

Guidance literature:

With phosphotungstic acid; water; In acetonitrile; at 20 ℃; for 4h; chemoselective reaction;

DOI:10.1016/j.tetlet.2011.05.050

Reference yield: 76.0%

5,6-anhydro-1,2-O-isopropylidene-β-L-idofuranose (4118-60-9) → glucose (5934-56-5) + 2,5-anhydro-D-glucose (18439-33-3) + 1,2-O-isopropylidene-β-L-idofuranose (29747-91-9)

Guidance literature:

sulfuric acid; In water; at 50 ℃; for 8h;

DOI:10.1016/0008-6215(84)85115-0

Reference yield:

5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-eno-furanose (7284-07-3) → 1,2-O-isopropylidene-α-D-glucofuranose (18549-40-1) + 1,2-O-isopropylidene-β-L-idofuranose (29747-91-9)

Guidance literature:

With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; Ambient temperature;

DOI:10.1016/0008-6215(88)84106-5

upstream raw materials:

1,2-O-isopropylidene-α-D-xylo-hexafuranos-5-ulose

5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-eno-furanose

5,6-anhydro-1,2-O-isopropylidene-β-L-idofuranose

1,2:5,6-di-O-isopropylidene-α-L-glucofuranoside

Downstream raw materials:

1,2:5,6-diacetone-D-glucose

6-hydroxy-1,2:3,5-di-O-isopropylidene-α-D-glucofuranoside

glucose

1,6-anhydro-β-L-idopyranose

Refernces

• 1、 Vanlaldinpuia, Khiangte,Bez, Ghanashyam. "Useful methods for the synthesis of isopropylidenes and their chemoselective cleavage". supporting information; experimental part. p. 3759 - 3764. Retrieved 2011/08/06.
• 2、 Tsuda, Yoshisuke,Okuno, Yukihiro,Kanemitsu, Kimihiro. "PRACTICAL SYNTHESIS OF NOJIRIMYCIN". . p. 63 - 66. Retrieved 2007/10/02.