6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-undeconic acid

Base Information

• Chemical Name: 6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-undeconic acid
• CAS No.: 213828-80-9
• Molecular Formula: C₄₄H₅₃NO₉
• Molecular Weight: 739.906
• Mol file: 213828-80-9.mol

Synonyms:6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-undeconic acid

Chemical Property of 6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-undeconic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-undeconic acid

There total 25 articles about 6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-undeconic acid 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: 95.0%

6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-1,2-N,O-isopropylidene-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-undecitol (213828-83-2) → 6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-undeconic acid (213828-80-9)

Guidance literature:

With jones reagent; In acetone; for 3.5h; 0 deg C to RT;

DOI:10.1016/S0040-4039(98)01376-8

Reference yield:

(S)-2-tert-Butoxycarbonylamino-5-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-pent-4-ynoic acid (402578-87-4) → 6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-undeconic acid (213828-80-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In 1,4-dioxane; ethanol; water; at 20 ℃; for 4h;

DOI:10.1016/S0040-4039(01)01886-X

Reference yield:

6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galactoundecitol (443916-00-5) → 6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-undeconic acid (213828-80-9)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; In water; acetonitrile; at 20 ℃; for 4h;

DOI:10.1021/jo020054m

upstream raw materials:

6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-1,2-N,O-isopropylidene-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-undecitol

(S)-2-tert-Butoxycarbonylamino-5-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-pent-4-ynoic acid

6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galactoundecitol

(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine