MI 658

Base Information

• Chemical Name: MI 658
• CAS No.: 90146-07-9
• Molecular Formula: C13H13 N3 O4
• Molecular Weight: 275.26002
• Mol file: 90146-07-9.mol

Synonyms:Cyclohexanone,3-azido-2-(benzoyloxy)-5-hydroxy-, [2S-(2a,3b,5a)]-; Mi 658

Chemical Property of MI 658

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 113.35000
• Density: g/cm³
• LogP: 1.06746

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of MI 658

There total 1 articles about MI 658 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: 82.0%

Methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-α-D-threo-hex-5-enopyranoside (67693-29-2) → (2S,3R,5R)-3-Azido-2-benzoyloxy-5-hydroxycyclohexanone (90146-07-9)

Guidance literature:

With mercury dichloride; In water; acetone; Heating;

DOI:10.1039/c39840000104

Reference yield: 89.0%

3,4-dihydro-2H-pyran (110-87-2) + (2S,3R,5R)-3-Azido-2-benzoyloxy-5-hydroxycyclohexanone (90146-07-9) → (2S,3R,5R)-3-Azido-2-benzoyloxy-5-(tetrahydropyranyloxy)cyclohexanone

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 1.5h; Ambient temperature;

DOI:10.7164/antibiotics.48.683

Reference yield: 86.0%

ethane-1,2-dithiol (540-63-6) + (2S,3R,5R)-3-Azido-2-benzoyloxy-5-hydroxycyclohexanone (90146-07-9) → (2S,3R,5R)-3-Azido-2-benzoyloxy-5-hydroxycyclohexanone ethylene dithioacetal (171074-26-3)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane;

DOI:10.1016/0008-6215(95)00130-L

upstream raw materials:

Methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-α-D-threo-hex-5-enopyranoside

Downstream raw materials:

(2S,3R,5R)-3-Azido-2-benzoyloxy-5-hydroxycyclohexanone O-benzyl oxime

(2S,3R,5R)-3-Azido-2-benzoyloxy-5-hydroxycyclohexanone ethylene dithioacetal

(2S,3R,5R)-3-Azido-2-benzoyloxy-5-(2',3'-O-isopropylidene-5'-O-p-nitrobenzoyl-α-D-ribofuranosyloxy)cyclohexanone ethylene dithioacetal

(2S,3S,5R)-3-Azido-2-benzoyloxy-5-<3'-azido-4'-O-p-nitrobenzoyl-2',3',6'-trideoxy-α-L-arabino-hexopyranosyloxy>cyclohexanone ethylene dithioacetal

Refernces