2L-(2,4,5/3) 2,3-di-O-benzyloxy-4-N-benzyl-4-N-benzyloxycarbonyl-amino-5-hydroxy-cyclohexanone

Base Information

• Chemical Name: 2L-(2,4,5/3) 2,3-di-O-benzyloxy-4-N-benzyl-4-N-benzyloxycarbonyl-amino-5-hydroxy-cyclohexanone
• CAS No.: 106265-18-3
• Molecular Formula: C₃₅H₃₅NO₆
• Molecular Weight: 565.666
• Mol file: 106265-18-3.mol

Synonyms:2L-(2,4,5/3) 2,3-di-O-benzyloxy-4-N-benzyl-4-N-benzyloxycarbonyl-amino-5-hydroxy-cyclohexanone

Chemical Property of 2L-(2,4,5/3) 2,3-di-O-benzyloxy-4-N-benzyl-4-N-benzyloxycarbonyl-amino-5-hydroxy-cyclohexanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2L-(2,4,5/3) 2,3-di-O-benzyloxy-4-N-benzyl-4-N-benzyloxycarbonyl-amino-5-hydroxy-cyclohexanone

There total 19 articles about 2L-(2,4,5/3) 2,3-di-O-benzyloxy-4-N-benzyl-4-N-benzyloxycarbonyl-amino-5-hydroxy-cyclohexanone 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: 73.0%

2-amino-N-benzyl-N-benzyloxycarbonyl-3,4-di-O-benzyl-2-deoxy-1-O-methyl-α-D-gluco-hex-5-enopyranoside (102997-59-1) → benzyl benzyl((2R,3S)-2,3-bis(benzyloxy)-6-hydroxy-4-oxocyclohexyl)carbamate (106265-18-3,121843-63-8)

Guidance literature:

With sulfuric acid; mercury(II) sulfate; In 1,4-dioxane; water;

DOI:10.1016/0040-4039(92)80009-9

Reference yield:

2-amino-N-benzyl-N-benzyloxycarbonyl-3,4-di-O-benzyl-2-deoxy-1-O-methyl-α-D-gluco-hex-5-enopyranoside (102997-59-1) → 2L-(2,4,5/3) 2,3-di-O-benzyloxy-4-N-benzyl-4-N-benzyloxycarbonyl-amino-5-hydroxy-cyclohexanone (121843-63-8) + 2L-(2,4,5/3) 2,3-di-O-benzyloxy-4-N-benzyl-4-N-benzyloxycarbonyl-amino-5-hydroxy-cyclohexanone (106265-18-3)

Guidance literature:

With sulfuric acid; palladium dichloride; In 1,4-dioxane; at 80 ℃; for 0.75h;

DOI:10.1016/S0040-4020(01)97594-5

Reference yield:

benzyl-3,4-di-O-benzyl-2-(N-benzyl-N-benzyloxycarbonylamino)-2-deoxy-α-D-xylo-hex-5-enopyranoside → 2L-(2,4,5/3) 2,3-di-O-benzyloxy-4-N-benzyl-4-N-benzyloxycarbonyl-amino-5-hydroxy-cyclohexanone (121843-63-8) + 2L-(2,4,5/3) 2,3-di-O-benzyloxy-4-N-benzyl-4-N-benzyloxycarbonyl-amino-5-hydroxy-cyclohexanone (106265-18-3)

Guidance literature:

With sulfuric acid; mercury(II) sulfate; In 1,4-dioxane; water; at 80 ℃; for 3h; Overall yield = 58 percent; Overall yield = 1.41 g;

DOI:10.1002/ejoc.202001203

upstream raw materials:

2-amino-N-benzyl-N-benzyloxycarbonyl-3,4-di-O-benzyl-2-deoxy-1-O-methyl-α-D-gluco-hex-5-enopyranoside

benzyl ((2R,4aR,6S,7R,8R,8aS)-8-hydroxy-6-methoxy-2-phenyl hexahydropyrano[3,2-d][1,3]dioxin-7-yl)carbamate

methyl 3-O-benzyl-2-(N-benzyl-N-benzyloxycarbonylamino)-2-deoxy-α-D-glucopyranoside

methyl 3-O-benzyl-2-(N-benzyl-N-benzyloxycarbonylamino)-2,6-dideoxy-6-iodo-α-D-glucopyranoside

Downstream raw materials:

(1S,2S,3R,4R,5R)-3,4-di-O-benzyl-2-benzylamino-5-C-hydroxymethyl-1,3,4-cyclohexanetriol

(1S,2S,3R,4R,5R)-2-amino-5-C-hydroxymethyl-1,3,4-cyclohexanetriol hydrochloride

(1S,2S,3R,4R)-3,4-di-O-benzyl-2-benzylamino-1,2-N,O-carbonyl-5-methoxymethylene-1,3,4-cyclohexanetriol

1D-(1,2,4/3,5)-3-O-<(R)-3-hydroxytetradecanoyl>-2-<(R)-3-hydroxytetradecanoylamido>-1-O-phosphono-5-C-hydroxymethyl-1,3,4-cyclohexanetriol