(1S,2S,5R,6R)-3-aza-3-benzyl-6-(N-(9-fluorenylmethoxycarbonyl)aminomethyl)bicyclo[3.1.0]hexyl-2-methanol

Base Information

• Chemical Name: (1S,2S,5R,6R)-3-aza-3-benzyl-6-(N-(9-fluorenylmethoxycarbonyl)aminomethyl)bicyclo[3.1.0]hexyl-2-methanol
• CAS No.: 330799-51-4
• Molecular Formula: C₂₉H₃₀N₂O₃
• Molecular Weight: 454.569
• Mol file: 330799-51-4.mol

Synonyms:(1S,2S,5R,6R)-3-aza-3-benzyl-6-(N-(9-fluorenylmethoxycarbonyl)aminomethyl)bicyclo[3.1.0]hexyl-2-methanol

Chemical Property of (1S,2S,5R,6R)-3-aza-3-benzyl-6-(N-(9-fluorenylmethoxycarbonyl)aminomethyl)bicyclo[3.1.0]hexyl-2-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S,5R,6R)-3-aza-3-benzyl-6-(N-(9-fluorenylmethoxycarbonyl)aminomethyl)bicyclo[3.1.0]hexyl-2-methanol

There total 2 articles about (1S,2S,5R,6R)-3-aza-3-benzyl-6-(N-(9-fluorenylmethoxycarbonyl)aminomethyl)bicyclo[3.1.0]hexyl-2-methanol 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:

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + (1S,2S,5S,6R)-6-(aminomethyl)-3-aza-3-benzylbicyclo<3.1.0>hexyl-2-methanol (220623-17-6) → (1S,2S,5R,6R)-3-aza-3-benzyl-6-(N-(9-fluorenylmethoxycarbonyl)aminomethyl)bicyclo[3.1.0]hexyl-2-methanol (330799-51-4)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; at 20 ℃; for 4h;

DOI:10.1021/ol0069711

Reference yield:

(1S,2S,3S,4S,7R)-6-aza-8-oxa-5-oxo-7-phenyltricyclo<4.3.0.0<2,4>>nonane-3-carboxamide (220623-16-5) → (1S,2S,5R,6R)-3-aza-3-benzyl-6-(N-(9-fluorenylmethoxycarbonyl)aminomethyl)bicyclo[3.1.0]hexyl-2-methanol (330799-51-4)

Guidance literature:

Multi-step reaction with 2 steps

1: LAH / tetrahydrofuran / 15 h / Heating

2: 8.03 g / NaHCO₃ / dioxane; H₂O / 4 h / 20 °C

With lithium aluminium tetrahydride; sodium hydrogencarbonate; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1021/ol0069711

Reference yield:

(1S,2S,5R,6R)-3-aza-3-benzyl-6-(N-(9-fluorenylmethoxycarbonyl)aminomethyl)bicyclo[3.1.0]hexyl-2-methanol (330799-51-4) → C20H27N5O5*C2HF3O2

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / H₂ / Pd/C / ethyl acetate / 36 h / 10343.2 Torr

2: 90 percent / TEMPO; NaClO₂; bleach / NaH₂PO₄ / acetonitrile; H₂O / 5 h / 35 °C

3: 80 percent

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; hydrogen; sodium dihydrogenphosphate; palladium on activated charcoal; In water; ethyl acetate; acetonitrile;

DOI:10.1021/ol0069711

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

(1S,2S,5S,6R)-6-(aminomethyl)-3-aza-3-benzylbicyclo<3.1.0>hexyl-2-methanol

(1S,2S,3S,4S,7R)-6-aza-8-oxa-5-oxo-7-phenyltricyclo<4.3.0.0<2,4>>nonane-3-carboxamide