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

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-galactoundecitol
CAS No.:443916-00-5
Molecular Formula:C₄₄H₅₅NO₈
Molecular Weight:725.923
Hs Code.:

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

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

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

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

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-galactoundecitol

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

: 213828-83-2
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

: 443916-00-5
6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galactoundecitol

Guidance literature:: With acetic acid; at 20 ℃; for 26h;
DOI:10.1021/jo020054m

Reference yield:

: 95715-87-0
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine

: 443916-00-5
6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galactoundecitol

Guidance literature:: Multi-step reaction with 5 steps

1: 56 percent / BuLi / tetrahydrofuran; hexane / 1.5 h / -50 °C

2: 80 percent / p-toluenesulfonylhydrazide; aq. AcONa / 1,2-dimethoxy-ethane / 2.5 h / 85 °C

3: 146 mg / 4-(N,N-dimethylamino)pyridine / tetrahydrofuran / 5 h / 70 °C

4: 104 mg / Bu₃SnH; AIBN / toluene / 2 h / 85 °C

5: 82 percent / aq. AcOH / 26 h / 20 °C

With dmap; n-butyllithium; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium acetate; acetic acid; toluene-4-sulfonic acid hydrazide; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; toluene; 4: Barton-McCombie reaction;
DOI:10.1021/jo020054m

Reference yield:

: 220542-58-5
6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,4,5-trideoxy-1,2-N,O-isopropylidene-2-(tert-butoxycarbonylamino)-D-lyxo-D-manno/D-altro-undecitol

: 443916-00-5
6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galactoundecitol

Guidance literature:: Multi-step reaction with 3 steps

1: 146 mg / 4-(N,N-dimethylamino)pyridine / tetrahydrofuran / 5 h / 70 °C

2: 104 mg / Bu₃SnH; AIBN / toluene / 2 h / 85 °C

3: 82 percent / aq. AcOH / 26 h / 20 °C

With dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; acetic acid; In tetrahydrofuran; toluene; 2: Barton-McCombie reaction;
DOI:10.1021/jo020054m