2-(methylsulfonyl)ethyl 6'-bromo-1',2'-dihydro-3,5-dihydroxy-5-methyl-3-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2',4-dioxospiroindole>-2-carboxylate

Base Information

• Chemical Name: 2-(methylsulfonyl)ethyl 6'-bromo-1',2'-dihydro-3,5-dihydroxy-5-methyl-3-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2',4-dioxospiroindole>-2-carboxylate
• CAS No.: 109681-04-1
• Molecular Formula: C₃₆H₃₄BrN₅O₁₂S
• Molecular Weight: 840.662
• Mol file: 109681-04-1.mol

Synonyms:2-(methylsulfonyl)ethyl 6'-bromo-1',2'-dihydro-3,5-dihydroxy-5-methyl-3-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2',4-dioxospiroindole>-2-carboxylate

Chemical Property of 2-(methylsulfonyl)ethyl 6'-bromo-1',2'-dihydro-3,5-dihydroxy-5-methyl-3-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2',4-dioxospiroindole>-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(methylsulfonyl)ethyl 6'-bromo-1',2'-dihydro-3,5-dihydroxy-5-methyl-3-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2',4-dioxospiroindole>-2-carboxylate

There total 3 articles about 2-(methylsulfonyl)ethyl 6'-bromo-1',2'-dihydro-3,5-dihydroxy-5-methyl-3-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2',4-dioxospiroindole>-2-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:

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 (94779-74-5) → 2-(methylsulfonyl)ethyl 6'-bromo-1',2'-dihydro-3,5-dihydroxy-5-methyl-3-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2',4-dioxospiroindole>-2-carboxylate (109681-04-1)

Guidance literature:

Multi-step reaction with 4 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.

With pyridine; osmium(VIII) oxide; sodium hydrogensulfite; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4020(01)86990-8

Reference yield:

3-[(2,6-Bis-benzyloxy-5-nitro-pyrimidin-4-ylamino)-methyl]-2-(6-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-3-hydroxy-hex-4-ynoic acid 2-methylsulfanyl-ethyl ester (109681-02-9) → 2-(methylsulfonyl)ethyl 6'-bromo-1',2'-dihydro-3,5-dihydroxy-5-methyl-3-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2',4-dioxospiroindole>-2-carboxylate (109681-04-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / 80percent m-CPBA / CH₂Cl₂ / 0.33 h / 5 °C

2: 95 percent / pyridine / 0.17 h / -18 °C

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

With pyridine; osmium(VIII) oxide; sodium hydrogensulfite; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1016/S0040-4020(01)86990-8

Reference yield:

2-(methylsulfonyl)ethyl 2-(acetyloxy)-6-bromo-α-<1-hydroxy-1-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2-butynyl>-1H-indole-3-acetate (109681-03-0) → 2-(methylsulfonyl)ethyl 6'-bromo-1',2'-dihydro-3,5-dihydroxy-5-methyl-3-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2',4-dioxospiroindole>-2-carboxylate (109681-04-1)

Guidance literature:

With osmium(VIII) oxide; sodium hydrogensulfite; Yield given. Multistep reaction; 1.) THF, ether, pyridine, -15 deg C-O deg C, 2.) H₂O, pyridine, rt, 2 h;

DOI:10.1016/S0040-4039(00)85175-8

upstream raw materials:

2-(methylsulfonyl)ethyl 2-(acetyloxy)-6-bromo-α-<1-hydroxy-1-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2-butynyl>-1H-indole-3-acetate

3-[(2,6-Bis-benzyloxy-5-nitro-pyrimidin-4-ylamino)-methyl]-2-(6-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-3-hydroxy-hex-4-ynoic acid 2-methylsulfanyl-ethyl ester

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

Downstream raw materials:

C₃₆H₃₄BrN₅O₈S

2-(methylsulfonyl)ethyl 6'-bromo-1',2'-dihydro-5-hydroxy-5-methyl-3-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2',4'-dioxospiro<2-cyclopentene-1,3'-<3H>indole>-2-carboxylate

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

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-carboxylic acid