tert-butyl (1S,3S,4S,5S,6R)-2-[(2S)-2-benzyloxycarbonylamino-3-(tert-butyldimethylsilanyloxy)propionyl]-5,6-dihydroxy-2-azabicyclo[2.2.1]heptane-3-carboxylate

Base Information

Chemical Name:tert-butyl (1S,3S,4S,5S,6R)-2-[(2S)-2-benzyloxycarbonylamino-3-(tert-butyldimethylsilanyloxy)propionyl]-5,6-dihydroxy-2-azabicyclo[2.2.1]heptane-3-carboxylate
CAS No.:697289-86-4
Molecular Formula:C₂₈H₄₄N₂O₈Si
Molecular Weight:564.751
Hs Code.:

tert-butyl (1S,3S,4S,5S,6R)-2-[(2S)-2-benzyloxycarbonylamino-3-(tert-butyldimethylsilanyloxy)propionyl]-5,6-dihydroxy-2-azabicyclo[2.2.1]heptane-3-carboxylate

Synonyms:tert-butyl (1S,3S,4S,5S,6R)-2-[(2S)-2-benzyloxycarbonylamino-3-(tert-butyldimethylsilanyloxy)propionyl]-5,6-dihydroxy-2-azabicyclo[2.2.1]heptane-3-carboxylate

Suppliers and Price of tert-butyl (1S,3S,4S,5S,6R)-2-[(2S)-2-benzyloxycarbonylamino-3-(tert-butyldimethylsilanyloxy)propionyl]-5,6-dihydroxy-2-azabicyclo[2.2.1]heptane-3-carboxylate

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 tert-butyl (1S,3S,4S,5S,6R)-2-[(2S)-2-benzyloxycarbonylamino-3-(tert-butyldimethylsilanyloxy)propionyl]-5,6-dihydroxy-2-azabicyclo[2.2.1]heptane-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of tert-butyl (1S,3S,4S,5S,6R)-2-[(2S)-2-benzyloxycarbonylamino-3-(tert-butyldimethylsilanyloxy)propionyl]-5,6-dihydroxy-2-azabicyclo[2.2.1]heptane-3-carboxylate

There total 3 articles about tert-butyl (1S,3S,4S,5S,6R)-2-[(2S)-2-benzyloxycarbonylamino-3-(tert-butyldimethylsilanyloxy)propionyl]-5,6-dihydroxy-2-azabicyclo[2.2.1]heptane-3-carboxylate 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: 53.0%

: 104499-27-6,146346-84-1
(S)-2-benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid

: 697290-66-7
(1S,3S,4S,5S,6R)-5,6-dihydroxy-2-azabicyclo[2.2.1]heptane-3-carboxylic acid tert-butyl ester

: 697289-86-4
tert-butyl (1S,3S,4S,5S,6R)-2-[(2S)-2-benzyloxycarbonylamino-3-(tert-butyldimethylsilanyloxy)propionyl]-5,6-dihydroxy-2-azabicyclo[2.2.1]heptane-3-carboxylate

Guidance literature:: With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1002/ejoc.200300700

Reference yield:

: 697289-60-4
(1S,3S,4R)-2-[(1R)-phenylethyl]-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylic acid tert-butyl ester

: 697289-86-4
tert-butyl (1S,3S,4S,5S,6R)-2-[(2S)-2-benzyloxycarbonylamino-3-(tert-butyldimethylsilanyloxy)propionyl]-5,6-dihydroxy-2-azabicyclo[2.2.1]heptane-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 65 percent / KMnO₄; NaOH / 2-methyl-propan-2-ol; H₂O / 0.25 h / 0 °C

2: 70 percent / H₂ / Pd/C / methanol / 24 h / 20 °C / 760 Torr

3: 53 percent / HOBt; DCC / dimethylformamide / 12 h / 20 °C

With sodium hydroxide; potassium permanganate; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1002/ejoc.200300700

Reference yield:

: (1S,3S,4S,5S,6R)-5,6-Dihydroxy-2-((R)-1-phenyl-ethyl)-2-aza-bicyclo[2.2.1]heptane-3-carboxylic acid tert-butyl ester

: 697289-86-4
tert-butyl (1S,3S,4S,5S,6R)-2-[(2S)-2-benzyloxycarbonylamino-3-(tert-butyldimethylsilanyloxy)propionyl]-5,6-dihydroxy-2-azabicyclo[2.2.1]heptane-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / H₂ / Pd/C / methanol / 24 h / 20 °C / 760 Torr

2: 53 percent / HOBt; DCC / dimethylformamide / 12 h / 20 °C

With hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200300700