2-(methylsulfonyl)ethyl 1'-acetyl-6-(acetyloxy)-6'-bromo-1',2',8,8a,9,10-hexahydro-6-methyl-2'-oxo-2,4-bis(phenylmethoxy)spiropyrimido<4,5-b><1,4>diazepine-7(6H),3'-<3H>indole>-8-carboxylate

Base Information

Chemical Name:2-(methylsulfonyl)ethyl 1'-acetyl-6-(acetyloxy)-6'-bromo-1',2',8,8a,9,10-hexahydro-6-methyl-2'-oxo-2,4-bis(phenylmethoxy)spiropyrimido<4,5-b><1,4>diazepine-7(6H),3'-<3H>indole>-8-carboxylate
CAS No.:109681-06-3
Molecular Formula:C₄₀H₃₈BrN₅O₁₀S
Molecular Weight:860.739
Hs Code.:

2-(methylsulfonyl)ethyl 1'-acetyl-6-(acetyloxy)-6'-bromo-1',2',8,8a,9,10-hexahydro-6-methyl-2'-oxo-2,4-bis(phenylmethoxy)spiro<cyclopenta<e>pyrimido<4,5-b><1,4>diazepine-7(6H),3'-<3H>indole>-8-carboxylate

Synonyms:2-(methylsulfonyl)ethyl 1'-acetyl-6-(acetyloxy)-6'-bromo-1',2',8,8a,9,10-hexahydro-6-methyl-2'-oxo-2,4-bis(phenylmethoxy)spiropyrimido<4,5-b><1,4>diazepine-7(6H),3'-<3H>indole>-8-carboxylate

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Chemical Property of 2-(methylsulfonyl)ethyl 1'-acetyl-6-(acetyloxy)-6'-bromo-1',2',8,8a,9,10-hexahydro-6-methyl-2'-oxo-2,4-bis(phenylmethoxy)spiropyrimido<4,5-b><1,4>diazepine-7(6H),3'-<3H>indole>-8-carboxylate

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Technology Process of 2-(methylsulfonyl)ethyl 1'-acetyl-6-(acetyloxy)-6'-bromo-1',2',8,8a,9,10-hexahydro-6-methyl-2'-oxo-2,4-bis(phenylmethoxy)spiropyrimido<4,5-b><1,4>diazepine-7(6H),3'-<3H>indole>-8-carboxylate

There total 26 articles about 2-(methylsulfonyl)ethyl 1'-acetyl-6-(acetyloxy)-6'-bromo-1',2',8,8a,9,10-hexahydro-6-methyl-2'-oxo-2,4-bis(phenylmethoxy)spiropyrimido<4,5-b><1,4>diazepine-7(6H),3'-<3H>indole>-8-carboxylate 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: 76.0%

: 108-24-7
acetic anhydride

: 109681-05-2,143167-77-5,143167-80-0,143167-81-1,143167-82-2
2-(methylsulfonyl)ethyl 6'-bromo-1',2',8,8a,9,10-hexahydro-6-hydroxy-6-methyl-2'-oxo-2,4-bis(phenylmethoxy)-spiropyrimido<4,5-b><1,4>diazepine-7(6H),3'-<3H>indole>-8-carboxylate

: 109681-06-3
2-(methylsulfonyl)ethyl 1'-acetyl-6-(acetyloxy)-6'-bromo-1',2',8,8a,9,10-hexahydro-6-methyl-2'-oxo-2,4-bis(phenylmethoxy)spiropyrimido<4,5-b><1,4>diazepine-7(6H),3'-<3H>indole>-8-carboxylate

Guidance literature:: With dmap; In tetrahydrofuran; at 5 - 20 ℃; for 1.58333h;
DOI:10.1248/cpb.40.1110

Reference yield: 72.0%

: 108-24-7
acetic anhydride

: 109681-05-2
C₃₆H₃₄BrN₅O₈S

: 109681-06-3
2-(methylsulfonyl)ethyl 1'-acetyl-6-(acetyloxy)-6'-bromo-1',2',8,8a,9,10-hexahydro-6-methyl-2'-oxo-2,4-bis(phenylmethoxy)spiropyrimido<4,5-b><1,4>diazepine-7(6H),3'-<3H>indole>-8-carboxylate

Guidance literature:: With dmap; In tetrahydrofuran; for 1.5h; Ambient temperature;
DOI:10.1016/S0040-4039(00)85175-8

Reference yield:

: 94779-74-5
2-(methylthio)ethyl 6-bromo-2,3-dihydro-α-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>acetyl>-2-oxo-1H-indole-3-acetate

: 109681-06-3
2-(methylsulfonyl)ethyl 1'-acetyl-6-(acetyloxy)-6'-bromo-1',2',8,8a,9,10-hexahydro-6-methyl-2'-oxo-2,4-bis(phenylmethoxy)spiropyrimido<4,5-b><1,4>diazepine-7(6H),3'-<3H>indole>-8-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: 80 percent Turnov_. / tetrahydrofuran / 0.5 h / -60 °C

2: 91 percent / 80percent m-CPBA / CH₂Cl₂ / 0.33 h / 5 °C

3: 95 percent / pyridine / 0.17 h / -18 °C

4: 1.) OsO₄, 2.) NaHSO₃ / 1.) THF, ether, pyridine, 0 deg C, 2.) pyridine, H₂O, 1 h, room temp.

5: 73 percent / SOCl₂ / CH₂Cl₂; pyridine / 0.17 h / -15 °C

6: 1.) Zn, AcOH, 2.) CSA / 1.) MeOH, CH₂Cl₂, 10 min, room temp., 2.) CH₂Cl₂, room temp., 10 min

7: 72 percent / 4-dimethylaminopyridine / tetrahydrofuran / 1.5 h / 5 - 20 °C

With pyridine; dmap; osmium(VIII) oxide; thionyl chloride; camphor-10-sulfonic acid; sodium hydrogensulfite; acetic acid; 3-chloro-benzenecarboperoxoic acid; zinc; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1016/S0040-4020(01)86990-8