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

Base Information

• Chemical Name: (1S,2S,3R,4R,5R)-3,4-di-O-benzyl-2-benzylamino-5-C-hydroxymethyl-1,3,4-cyclohexanetriol
• CAS No.: 143465-64-9
• Molecular Formula: C₂₈H₃₃NO₄
• Molecular Weight: 447.574
• Mol file: 143465-64-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 16 articles about (1S,2S,3R,4R,5R)-3,4-di-O-benzyl-2-benzylamino-5-C-hydroxymethyl-1,3,4-cyclohexanetriol 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: 79.0%

(1S,2S,3R,4R,5R)-3,4-di-O-benzyl-2-benzylamino-1,2-N,O-carbonyl-5-C-hydroxymethyl-1,3,4-cyclohexanetriol (106265-22-9) → (1S,2S,3R,4R,5R)-3,4-di-O-benzyl-2-benzylamino-5-C-hydroxymethyl-1,3,4-cyclohexanetriol (143465-64-9)

Guidance literature:

With sodium hydroxide; In ethanol; at 100 ℃; for 21h;

DOI:10.1002/ejoc.202001203

Reference yield: 73.0%

1D-(1,2,4,5/3)-3,4-di-O-benzyl-2-benzylamino-1,2-N,O-carbonyl-5-C-hydroxy-methyl-1,3,4-cyclohexanetriol (106295-31-2) → (1S,2S,3R,4R,5R)-3,4-di-O-benzyl-2-benzylamino-5-C-hydroxymethyl-1,3,4-cyclohexanetriol (143465-64-9)

Guidance literature:

With sodium hydroxide; In ethanol; for 14h; Reflux;

Reference yield: 62.0%

(3aS,4R,5R,7aS)-3-Benzyl-4,5-bis-benzyloxy-6-hydroxymethyl-hexahydro-benzooxazol-2-one (106265-22-9,106295-31-2,143465-48-9,143465-62-7) → (1S,2S,3R,4R,5R)-3,4-di-O-benzyl-2-benzylamino-5-C-hydroxymethyl-1,3,4-cyclohexanetriol (143465-64-9)

Guidance literature:

With sodium hydroxide; In ethanol; Heating;

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

upstream raw materials:

(3aS,4R,5R,7aS)-3-Benzyl-4,5-bis-benzyloxy-6-hydroxymethyl-hexahydro-benzooxazol-2-one

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

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

benzyl benzyl((2R,3S)-2,3-bis(benzyloxy)-6-hydroxy-4-oxocyclohexyl)carbamate

Downstream raw materials:

(R)-3-Benzyloxymethoxy-tetradecanoic acid ((1S,2R,3R,4R,6S)-2,3,6-trihydroxy-4-hydroxymethyl-cyclohexyl)-amide

(R)-3-Benzyloxymethoxy-tetradecanoic acid ((2R,4aR,6S,7S,8R,8aR)-6,8-dihydroxy-2-phenyl-hexahydro-benzo[1,3]dioxin-7-yl)-amide

(R)-3-Hydroxy-tetradecanoic acid (1R,2R,3S,5R,6R)-3-(diphenoxy-phosphoryloxy)-6-hydroxy-5-hydroxymethyl-2-((R)-3-hydroxy-tetradecanoylamino)-cyclohexyl ester

Phosphoric acid (2R,4aR,6S,7R,8R,8aR)-7-((R)-3-benzyloxymethoxy-tetradecanoylamino)-8-hydroxy-2-phenyl-hexahydro-benzo[1,3]dioxin-6-yl ester diphenyl ester