1',2',3',4',5'-penta-O-acetyl-1'-C-[(4S,5R)-1,2-dimethyl-4-(2''-methoxycarbonylethyl)-4-nitrocyclohex-1-en-5-yl]-D-manno-pentitol

Base Information

• Chemical Name: 1',2',3',4',5'-penta-O-acetyl-1'-C-[(4S,5R)-1,2-dimethyl-4-(2''-methoxycarbonylethyl)-4-nitrocyclohex-1-en-5-yl]-D-manno-pentitol
• CAS No.: 217298-50-5
• Molecular Formula: C₂₇H₃₉NO₁₄
• Molecular Weight: 601.605
• Mol file: 217298-50-5.mol

Synonyms:1',2',3',4',5'-penta-O-acetyl-1'-C-[(4S,5R)-1,2-dimethyl-4-(2''-methoxycarbonylethyl)-4-nitrocyclohex-1-en-5-yl]-D-manno-pentitol

Chemical Property of 1',2',3',4',5'-penta-O-acetyl-1'-C-[(4S,5R)-1,2-dimethyl-4-(2''-methoxycarbonylethyl)-4-nitrocyclohex-1-en-5-yl]-D-manno-pentitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1',2',3',4',5'-penta-O-acetyl-1'-C-[(4S,5R)-1,2-dimethyl-4-(2''-methoxycarbonylethyl)-4-nitrocyclohex-1-en-5-yl]-D-manno-pentitol

There total 1 articles about 1',2',3',4',5'-penta-O-acetyl-1'-C-[(4S,5R)-1,2-dimethyl-4-(2''-methoxycarbonylethyl)-4-nitrocyclohex-1-en-5-yl]-D-manno-pentitol 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: 89.0%

1',2',3',4',5'-penta-O-acetyl-1'-C-[(4R,5R)-1,2-dimethyl-4-nitrocyclohex-1-en-5-yl]-D-manno-pentitol (438625-50-4) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → 1',2',3',4',5'-penta-O-acetyl-1'-C-[(4S,5R)-1,2-dimethyl-4-(2''-methoxycarbonylethyl)-4-nitrocyclohex-1-en-5-yl]-D-manno-pentitol (217298-50-5)

Guidance literature:

With N,N,N',N'-tetramethylguanidine; In acetonitrile; Ambient temperature;

DOI:10.1016/S0040-4039(98)01911-X

Reference yield: 69.0%

1',2',3',4',5'-penta-O-acetyl-1'-C-[(4S,5R)-1,2-dimethyl-4-(2''-methoxycarbonylethyl)-4-nitrocyclohex-1-en-5-yl]-D-manno-pentitol (217298-50-5) → 1'-C-[(4S,5R)-1,2-dimethyl-4-(2''-methoxycarbonylethyl)-4-nitrocyclohex-1-en-5-yl]-D-manno-pentitol (501665-22-1)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 24h;

DOI:10.1016/S0957-4166(02)00416-0

Reference yield: 64.0%

1',2',3',4',5'-penta-O-acetyl-1'-C-[(4S,5R)-1,2-dimethyl-4-(2''-methoxycarbonylethyl)-4-nitrocyclohex-1-en-5-yl]-D-manno-pentitol (217298-50-5) → 3-[(1S,6R)-3,4-Dimethyl-6-((1R,2R,3R,4R)-1,2,3,4,5-pentahydroxy-pentyl)-cyclohex-3-enyl]-propionic acid methyl ester (374592-20-8)

Guidance literature:

1',2',3',4',5'-penta-O-acetyl-1'-C-[(4S,5R)-1,2-dimethyl-4-(2''-methoxycarbonylethyl)-4-nitrocyclohex-1-en-5-yl]-D-manno-pentitol; With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 2h; Heating;

With sodium periodate;

DOI:10.1016/S0957-4166(01)00304-4

upstream raw materials:

1',2',3',4',5'-penta-O-acetyl-1'-C-[(4R,5R)-1,2-dimethyl-4-nitrocyclohex-1-en-5-yl]-D-manno-pentitol

acrylic acid methyl ester

Downstream raw materials:

1'-C-[(4S,5R)-1,2-dimethyl-4-(2''-methoxycarbonylethyl)-4-nitrocyclohex-1-en-5-yl]-D-manno-pentitol

3-[(1S,6R)-3,4-Dimethyl-6-((1R,2R,3R,4R)-1,2,3,4,5-pentahydroxy-pentyl)-cyclohex-3-enyl]-propionic acid methyl ester

3-[(1S,6R)-3,4-Dimethyl-6-((1R,2R,3R,4R)-1,2,3,4,5-pentaacetoxy-pentyl)-cyclohex-3-enyl]-propionic acid methyl ester