(1R,2R,3S,4S,5R)-3,4,5-tribenzyloxy-2-hydroxy-8-oxa-7-azabicyclo<4.3.0>non-6-ene

Base Information

Chemical Name:(1R,2R,3S,4S,5R)-3,4,5-tribenzyloxy-2-hydroxy-8-oxa-7-azabicyclo<4.3.0>non-6-ene
CAS No.:128184-66-7
Molecular Formula:C₂₈H₂₉NO₅
Molecular Weight:459.542
Hs Code.:

Synonyms:(1R,2R,3S,4S,5R)-3,4,5-tribenzyloxy-2-hydroxy-8-oxa-7-azabicyclo<4.3.0>non-6-ene

Suppliers and Price of (1R,2R,3S,4S,5R)-3,4,5-tribenzyloxy-2-hydroxy-8-oxa-7-azabicyclo<4.3.0>non-6-ene

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 (1R,2R,3S,4S,5R)-3,4,5-tribenzyloxy-2-hydroxy-8-oxa-7-azabicyclo<4.3.0>non-6-ene

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1R,2R,3S,4S,5R)-3,4,5-tribenzyloxy-2-hydroxy-8-oxa-7-azabicyclo<4.3.0>non-6-ene

There total 8 articles about (1R,2R,3S,4S,5R)-3,4,5-tribenzyloxy-2-hydroxy-8-oxa-7-azabicyclo<4.3.0>non-6-ene 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: 70.0%

: 128184-65-6
(2R,3S,4S,5R)-2,3,4-Tris-benzyloxy-5-hydroxy-hept-6-enal oxime

: 128184-66-7
(1R,2R,3S,4S,5R)-3,4,5-tribenzyloxy-2-hydroxy-8-oxa-7-azabicyclo<4.3.0>non-6-ene

Guidance literature:: With sodium hypochlorite; In dichloromethane; at 25 ℃; for 1h;
DOI:10.1016/S0040-4039(00)88756-0

Reference yield: 70.0%

: 139402-98-5
(2R,3S,4S,5R)-2,3,4-Tris-benzyloxy-5-hydroxy-hept-6-enal oxime

: 128184-66-7
(1R,2R,3S,4S,5R)-3,4,5-tribenzyloxy-2-hydroxy-8-oxa-7-azabicyclo<4.3.0>non-6-ene

Guidance literature:: With sodium hypochlorite; In dichloromethane; at 25 ℃; for 1.5h;
DOI:10.1016/0008-6215(91)89017-A

Reference yield:

: 128184-62-3
(2R,3S,4R,5R)-3,4,5-Tris-benzyloxy-2-methoxy-6-methylene-tetrahydro-pyran

: 128184-66-7
(1R,2R,3S,4S,5R)-3,4,5-tribenzyloxy-2-hydroxy-8-oxa-7-azabicyclo<4.3.0>non-6-ene

Guidance literature:: Multi-step reaction with 6 steps

1: 1) dicyclohexylborane, 2) 3M aq. NaOH, 30percent H₂O₂ / 1) THF, 25 deg C, 1.5h, 2) H₂O, 50 deg C, 20 min

2: 1) oxalyl chloride, DMSO, 2) NEt₃ / 1) CH₂Cl₂, -78 deg C, 15 min, 2a) -78 deg C, 15 min, 2b) -78 to -40 deg C

3: 75 percent / benzene / 0.25 h / 25 °C

4: 83 percent / 1,2M aq. HCl / dioxane / 12 h / 80 °C

5: 96 percent / H₂NOH*HCl, pyridine / 2 h / 25 °C

6: 70 percent / 5percent aq. NaOCl / CH₂Cl₂ / 1.5 h / 25 °C

With pyridine; hydrogenchloride; sodium hydroxide; sodium hypochlorite; oxalyl dichloride; bis(cyclohexanyl)borane; hydroxylamine hydrochloride; dihydrogen peroxide; dimethyl sulfoxide; triethylamine; In 1,4-dioxane; dichloromethane; benzene;
DOI:10.1016/0008-6215(91)89017-A