trans-3-[N-benzyl-N-(tert-butoxycarbonyl)amino]-1-[2-(4-methoxyphenyl)ethyl]-1-azaspiro[4.5]dec-8-yl dihydrogenphosphate

Base Information

• Chemical Name: trans-3-[N-benzyl-N-(tert-butoxycarbonyl)amino]-1-[2-(4-methoxyphenyl)ethyl]-1-azaspiro[4.5]dec-8-yl dihydrogenphosphate
• CAS No.: 260366-89-0
• Molecular Formula: C₃₀H₄₃N₂O₇P
• Molecular Weight: 574.654

Synonyms:trans-3-[N-benzyl-N-(tert-butoxycarbonyl)amino]-1-[2-(4-methoxyphenyl)ethyl]-1-azaspiro[4.5]dec-8-yl dihydrogenphosphate

Chemical Property of trans-3-[N-benzyl-N-(tert-butoxycarbonyl)amino]-1-[2-(4-methoxyphenyl)ethyl]-1-azaspiro[4.5]dec-8-yl dihydrogenphosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-3-[N-benzyl-N-(tert-butoxycarbonyl)amino]-1-[2-(4-methoxyphenyl)ethyl]-1-azaspiro[4.5]dec-8-yl dihydrogenphosphate

There total 13 articles about trans-3-[N-benzyl-N-(tert-butoxycarbonyl)amino]-1-[2-(4-methoxyphenyl)ethyl]-1-azaspiro[4.5]dec-8-yl dihydrogenphosphate 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: 92.0%

trans-3-[N-benzyl-N-(tert-butoxycarbonyl)amino]-1-[2-(4-methoxyphenyl)ethyl]-1-azaspiro[4.5]dec-8-yl dibenzyl phosphate (260366-88-9) → trans-3-[N-benzyl-N-(tert-butoxycarbonyl)amino]-1-[2-(4-methoxyphenyl)ethyl]-1-azaspiro[4.5]dec-8-yl dihydrogenphosphate (260366-89-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 12h; under 760 Torr;

DOI:10.1016/S0968-0896(99)00250-3

Reference yield:

cyclohexanedione monoethylene ketal (4746-97-8) → trans-3-[N-benzyl-N-(tert-butoxycarbonyl)amino]-1-[2-(4-methoxyphenyl)ethyl]-1-azaspiro[4.5]dec-8-yl dihydrogenphosphate (260366-89-0)

Guidance literature:

Multi-step reaction with 12 steps

1: molecular sieves / CH₂Cl₂ / 4 h / 20 °C

2: 12 g / CH₂Cl₂; diethyl ether / 4 h / 20 °C

3: 51 percent / aq. NaHCO₃; I₂ / CH₂Cl₂ / 12 h / 20 °C

4: 80 percent / AgBF₄; DMSO / 12 h / 20 °C

5: molecular sieves / CH₂Cl₂ / 4 h / 20 °C

6: 0.59 g / NaBH₄ / methanol / 0 - 20 °C

7: 79 percent / aq. HCl / tetrahydrofuran / 12 h / 20 °C

8: 75 percent / NaBH₄ / methanol / 0 - 20 °C

9: 76 percent / Et₃N / methanol / 5 h / 50 °C

10: 1-H-tetrazole / CH₂Cl₂ / 5 h / 20 °C

11: 0.41 g / MCPBA / CH₂Cl₂ / 2 h / 0 °C

12: 92 percent / H₂ / Pd/C / methanol / 12 h / 760 Torr

With 1H-tetrazole; hydrogenchloride; sodium tetrahydroborate; silver tetrafluoroborate; molecular sieve; hydrogen; iodine; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1: Condensation / 2: Grignard reaction / 3: Cyclization / 4: Oxidation / 5: Condensation / 6: Reduction / 7: Hydrolysis / 8: Reduction / 9: Acylation / 10: phosphorylation / 11: Oxidation / 12: Hydrogenolysis;

DOI:10.1016/S0968-0896(99)00250-3

Reference yield:

4-Methoxyphenethylamine (55-81-2) → trans-3-[N-benzyl-N-(tert-butoxycarbonyl)amino]-1-[2-(4-methoxyphenyl)ethyl]-1-azaspiro[4.5]dec-8-yl dihydrogenphosphate (260366-89-0)

Guidance literature:

Multi-step reaction with 12 steps

1: molecular sieves / CH₂Cl₂ / 4 h / 20 °C

2: 12 g / CH₂Cl₂; diethyl ether / 4 h / 20 °C

3: 51 percent / aq. NaHCO₃; I₂ / CH₂Cl₂ / 12 h / 20 °C

4: 80 percent / AgBF₄; DMSO / 12 h / 20 °C

5: molecular sieves / CH₂Cl₂ / 4 h / 20 °C

6: 0.59 g / NaBH₄ / methanol / 0 - 20 °C

7: 79 percent / aq. HCl / tetrahydrofuran / 12 h / 20 °C

8: 75 percent / NaBH₄ / methanol / 0 - 20 °C

9: 76 percent / Et₃N / methanol / 5 h / 50 °C

10: 1-H-tetrazole / CH₂Cl₂ / 5 h / 20 °C

11: 0.41 g / MCPBA / CH₂Cl₂ / 2 h / 0 °C

12: 92 percent / H₂ / Pd/C / methanol / 12 h / 760 Torr

With 1H-tetrazole; hydrogenchloride; sodium tetrahydroborate; silver tetrafluoroborate; molecular sieve; hydrogen; iodine; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1: Condensation / 2: Grignard reaction / 3: Cyclization / 4: Oxidation / 5: Condensation / 6: Reduction / 7: Hydrolysis / 8: Reduction / 9: Acylation / 10: phosphorylation / 11: Oxidation / 12: Hydrogenolysis;

DOI:10.1016/S0968-0896(99)00250-3

upstream raw materials:

trans-3-[N-benzyl-N-(tert-butoxycarbonyl)amino]-1-[2-(4-methoxyphenyl)ethyl]-1-azaspiro[4.5]dec-8-yl dibenzyl phosphate

cyclohexanedione monoethylene ketal

4-Methoxyphenethylamine

(1,4-dioxa-spiro[4.5]dec-8-ylidene)-[2-(4-methoxy-phenyl)-ethyl]-amine

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