quebrachitol

Base Information

• Chemical Name: quebrachitol
• CAS No.: 3564-07-6
• Molecular Formula: C₇H₁₄O₆
• Molecular Weight: 194.185
• Mol file: 3564-07-6.mol

Synonyms:Inositol,2-O-methyl-, D-chiro- (8CI); 2-O-Methyl-D-chiro-inositol; Caesalpinitol;D-Quebrachitol; Quebrachitol, D-

Chemical Property of quebrachitol

Chemical Property:

• PSA: 110.38000
• LogP: -3.18050

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of quebrachitol

There total 50 articles about quebrachitol 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: 100.0%

4/6-O-methyl-myo-inositol 1,3,5-monoorthoformate → 4-O-methyl-myo-inositol (484-68-4,484-69-5,484-71-9,523-92-2,642-38-6,3559-00-0,3564-07-6,6090-97-7,7586-49-4,7600-53-5,10284-63-6,17405-65-1,22350-68-1,23887-12-9,32934-27-3,35688-46-1,56782-15-1,58769-21-4,60537-25-9,64314-40-5,74560-60-4,103773-59-7,111059-09-7,115888-70-5,144902-49-8)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 5h;

DOI:10.1039/b417757f

Reference yield: 100.0%

DL-1,3-di-O-benzoyl-4-O-methyl-chiro-inositol (111015-74-8,138258-56-7) → 4-O-methyl-myo-inositol (484-68-4,484-69-5,484-71-9,523-92-2,642-38-6,3559-00-0,3564-07-6,6090-97-7,7586-49-4,7600-53-5,10284-63-6,17405-65-1,22350-68-1,23887-12-9,32934-27-3,35688-46-1,56782-15-1,58769-21-4,60537-25-9,64314-40-5,74560-60-4,103773-59-7,111059-09-7,115888-70-5,144902-49-8)

Guidance literature:

With water; triethylamine; In methanol; for 3h; Ambient temperature;

DOI:10.1016/S0040-4020(01)81025-5

Reference yield: 100.0%

DL-1,2-di-O-methyl-chiro-inositol (111015-73-7) → 4-O-methyl-myo-inositol (484-68-4,484-69-5,484-71-9,523-92-2,642-38-6,3559-00-0,3564-07-6,6090-97-7,7586-49-4,7600-53-5,10284-63-6,17405-65-1,22350-68-1,23887-12-9,32934-27-3,35688-46-1,56782-15-1,58769-21-4,60537-25-9,64314-40-5,74560-60-4,103773-59-7,111059-09-7,115888-70-5,144902-49-8)

Guidance literature:

With water; triethylamine; In methanol; for 3h; Ambient temperature;

DOI:10.1016/S0040-4020(01)81025-5

upstream raw materials:

quebrachitol

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

(4S,5R,6S)-4,5,6-tris-benzyloxycyclohex-2-en-1-one

1-O-Allyl-2,3,4-tri-O-benzyl-D-chiro-inositol

Downstream raw materials:

L-quebrachitol pentaacetate

(1R,2S,3R,4R,5S,6S)-1-Methoxy-2,3,4,5,6-pentakis-trimethylsilanyloxy-cyclohexane

2,3,4,5,6-Penta-O-acetyl-1-O-methyl-myo-inositol

Refernces

• 1、 Jung, Pierre M. J.,Motherwell, William B.,Williams, Alvin S.. "Stereochemical observations on the bromate induced monobromopentahydroxylation of benzene by catalytic photoinduced charge transfer osmylation. A concise synthesis of (±)-pinitol". . p. 1283 - 1284. Retrieved 2007/10/03.
• 2、 Jaramillo,Martin-Lomas. "Approaches to the synthesis of glycosyl phosphatidyl inositols. Enantioselective synthesis of optically active chiro- and myo-inositols". . p. 2501 - 2504. Retrieved 2007/10/02.