tert-butyl [(1S)-2-{[(1S)-1-cyclohexyl-2-{(1aR,4S,6aR,7aR)-4-[(4R)-3,4-dihydro-2H-chromen-4-ylcarbamoyl]octahydro-5H-cyclopropa[4,5]pyrrolo[1,2-a]pyrazin-5-yl}-2-oxoethyl]amino}-1-methyl-2-oxoethyl]methylcarbamate

Base Information

• Chemical Name: tert-butyl [(1S)-2-{[(1S)-1-cyclohexyl-2-{(1aR,4S,6aR,7aR)-4-[(4R)-3,4-dihydro-2H-chromen-4-ylcarbamoyl]octahydro-5H-cyclopropa[4,5]pyrrolo[1,2-a]pyrazin-5-yl}-2-oxoethyl]amino}-1-methyl-2-oxoethyl]methylcarbamate
• CAS No.: 1266231-48-4
• Molecular Formula: C₃₅H₅₁N₅O₆
• Molecular Weight: 637.82
• Mol file: 1266231-48-4.mol

Synonyms:tert-butyl [(1S)-2-{[(1S)-1-cyclohexyl-2-{(1aR,4S,6aR,7aR)-4-[(4R)-3,4-dihydro-2H-chromen-4-ylcarbamoyl]octahydro-5H-cyclopropa[4,5]pyrrolo[1,2-a]pyrazin-5-yl}-2-oxoethyl]amino}-1-methyl-2-oxoethyl]methylcarbamate

Chemical Property of tert-butyl [(1S)-2-{[(1S)-1-cyclohexyl-2-{(1aR,4S,6aR,7aR)-4-[(4R)-3,4-dihydro-2H-chromen-4-ylcarbamoyl]octahydro-5H-cyclopropa[4,5]pyrrolo[1,2-a]pyrazin-5-yl}-2-oxoethyl]amino}-1-methyl-2-oxoethyl]methylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl [(1S)-2-{[(1S)-1-cyclohexyl-2-{(1aR,4S,6aR,7aR)-4-[(4R)-3,4-dihydro-2H-chromen-4-ylcarbamoyl]octahydro-5H-cyclopropa[4,5]pyrrolo[1,2-a]pyrazin-5-yl}-2-oxoethyl]amino}-1-methyl-2-oxoethyl]methylcarbamate

There total 22 articles about tert-butyl [(1S)-2-{[(1S)-1-cyclohexyl-2-{(1aR,4S,6aR,7aR)-4-[(4R)-3,4-dihydro-2H-chromen-4-ylcarbamoyl]octahydro-5H-cyclopropa[4,5]pyrrolo[1,2-a]pyrazin-5-yl}-2-oxoethyl]amino}-1-methyl-2-oxoethyl]methylcarbamate 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:

C26H36N4O3*(x)ClH + N-(tert-butoxycarbonyl)-N-methyl-L-alanine (16948-16-6) → tert-butyl [(1S)-2-{[(1S)-1-cyclohexyl-2-{(1aR,4S,6aR,7aR)-4-[(4R)-3,4-dihydro-2H-chromen-4-ylcarbamoyl]octahydro-5H-cyclopropa[4,5]pyrrolo[1,2-a]pyrazin-5-yl}-2-oxoethyl]amino}-1-methyl-2-oxoethyl]methylcarbamate (1266231-48-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;

Reference yield:

N-(tert-butoxycarbonyl)-N-methyl-L-alanine (16948-16-6) + C26H35N3O4 → tert-butyl [(1S)-2-{[(1S)-1-cyclohexyl-2-{(1aR,4S,6aR,7aR)-4-[(4R)-3,4-dihydro-2H-chromen-4-ylcarbamoyl]octahydro-5H-cyclopropa[4,5]pyrrolo[1,2-a]pyrazin-5-yl}-2-oxoethyl]amino}-1-methyl-2-oxoethyl]methylcarbamate (1266231-48-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;

DOI:10.1016/j.bmc.2013.07.020

Reference yield:

1-tert-butyl 2-ethyl (2R)-2,3-dihydro-1H-pyrrole-1,2-dicarboxylate (1091626-35-5) → tert-butyl [(1S)-2-{[(1S)-1-cyclohexyl-2-{(1aR,4S,6aR,7aR)-4-[(4R)-3,4-dihydro-2H-chromen-4-ylcarbamoyl]octahydro-5H-cyclopropa[4,5]pyrrolo[1,2-a]pyrazin-5-yl}-2-oxoethyl]amino}-1-methyl-2-oxoethyl]methylcarbamate (1266231-48-4)

Guidance literature:

Multi-step reaction with 14 steps

1.1: diethylzinc / toluene / 0.5 h / -40 °C

1.2: 4.5 h / -40 - 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C

3.1: dimethyl sulfoxide; triethylamine; sulfur trioxide pyridine complex / ethyl acetate / 1 h / 0 - 20 °C

4.1: sodium tris(acetoxy)borohydride / tetrahydrofuran / 1.5 h / 20 °C

5.1: hydrogenchloride / ethyl acetate / 18 h / 20 °C

6.1: triethylamine / toluene / 18 h / 90 °C

7.1: palladium 10% on activated carbon; hydrogenchloride; hydrogen / methanol / 7 h / 20 °C / 760.05 Torr

8.1: sodium hydrogencarbonate / tetrahydrofuran / 18 h / 20 °C

9.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 5 h / 50 °C

10.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol / N,N-dimethyl-formamide / 18 h / 20 °C

11.1: hydrogenchloride / ethyl acetate / 2 h / 20 °C

12.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 48 h / 20 °C

13.1: hydrogenchloride / ethyl acetate / 1.5 h / 20 °C

14.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1.5 h / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; lithium hydroxide monohydrate; palladium 10% on activated carbon; hydrogen; diethylzinc; sulfur trioxide pyridine complex; sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; benzotriazol-1-ol; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; methanol; water; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.bmc.2013.07.020

upstream raw materials:

N-(tert-butoxycarbonyl)-N-methyl-L-alanine

tert-butyl (1R,3R,5R)-3-formyl-2-azabicyclo[3.1.0]hexane-2-carboxylate

1-tert-butyl 2-ethyl (2R)-5-oxopyrrolidine-1,2-dicarboxylate

1-tert-butyl 2-ethyl (2R)-2,3-dihydro-1H-pyrrole-1,2-dicarboxylate