(2S,3S,4S,5R)-5-[(N-benzyl-N-(benzyloxycarbonyl))amino]-2,3,4-tris(benzyloxy)-cycloheptanone

Base Information

Chemical Name:(2S,3S,4S,5R)-5-[(N-benzyl-N-(benzyloxycarbonyl))amino]-2,3,4-tris(benzyloxy)-cycloheptanone
CAS No.:1310825-99-0
Molecular Formula:C₄₃H₄₃NO₆
Molecular Weight:669.818
Hs Code.:

Synonyms:(2S,3S,4S,5R)-5-[(N-benzyl-N-(benzyloxycarbonyl))amino]-2,3,4-tris(benzyloxy)-cycloheptanone

Suppliers and Price of (2S,3S,4S,5R)-5-[(N-benzyl-N-(benzyloxycarbonyl))amino]-2,3,4-tris(benzyloxy)-cycloheptanone

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 (2S,3S,4S,5R)-5-[(N-benzyl-N-(benzyloxycarbonyl))amino]-2,3,4-tris(benzyloxy)-cycloheptanone

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3S,4S,5R)-5-[(N-benzyl-N-(benzyloxycarbonyl))amino]-2,3,4-tris(benzyloxy)-cycloheptanone

There total 11 articles about (2S,3S,4S,5R)-5-[(N-benzyl-N-(benzyloxycarbonyl))amino]-2,3,4-tris(benzyloxy)-cycloheptanone 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: 74.5%

: 1310825-98-9
(1RS,2R,3S,4S,5R)-5-[(N-benzyl-N-(benzyloxycarbonyl))amino]-2,3,4-tris(benzyloxy)-cycloheptanol

: 1310825-99-0
(2S,3S,4S,5R)-5-[(N-benzyl-N-(benzyloxycarbonyl))amino]-2,3,4-tris(benzyloxy)-cycloheptanone

Guidance literature:: With pyridinium chlorochromate; In dichloromethane; at 25 ℃; for 24h;
DOI:10.1515/znb-2011-0315

Reference yield:

: 100-39-0
benzyl bromide

: 1310825-99-0
(2S,3S,4S,5R)-5-[(N-benzyl-N-(benzyloxycarbonyl))amino]-2,3,4-tris(benzyloxy)-cycloheptanone

Guidance literature:: Multi-step reaction with 7 steps

1.1: sulfuric acid / water / 24 h / 25 °C

1.2: 8 h / Reflux

2.1: 1H-imidazole; iodine; triphenylphosphine / toluene / 2 h / 95 °C

3.1: zinc / tetrahydrofuran / 3.5 h / 40 °C / Sonication

3.2: 4 h / Sonication

4.1: sodium hydrogencarbonate / dichloromethane; water; ethyl acetate / 2 h / 25 °C

5.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 30 h / 25 °C

6.1: borane-THF / tetrahydrofuran / 12 h / -78 - 25 °C

6.2: 5 h

7.1: pyridinium chlorochromate / dichloromethane / 24 h / 25 °C

With 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; borane-THF; sulfuric acid; iodine; sodium hydrogencarbonate; triphenylphosphine; pyridinium chlorochromate; zinc; In tetrahydrofuran; dichloromethane; water; ethyl acetate; toluene; 5.1: ring-closing metathesis;
DOI:10.1515/znb-2011-0315

Reference yield:

: 100-46-9
benzylamine

: 1310825-99-0
(2S,3S,4S,5R)-5-[(N-benzyl-N-(benzyloxycarbonyl))amino]-2,3,4-tris(benzyloxy)-cycloheptanone

Guidance literature:: Multi-step reaction with 5 steps

1.1: zinc / tetrahydrofuran / 3.5 h / 40 °C / Sonication

1.2: 4 h / Sonication

2.1: sodium hydrogencarbonate / dichloromethane; water; ethyl acetate / 2 h / 25 °C

3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 30 h / 25 °C

4.1: borane-THF / tetrahydrofuran / 12 h / -78 - 25 °C

4.2: 5 h

5.1: pyridinium chlorochromate / dichloromethane / 24 h / 25 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; borane-THF; sodium hydrogencarbonate; pyridinium chlorochromate; zinc; In tetrahydrofuran; dichloromethane; water; ethyl acetate; 3.1: ring-closing metathesis;
DOI:10.1515/znb-2011-0315