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

Base Information

• Chemical Name: 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
• CAS No.: 109681-03-0
• Molecular Formula: C₃₈H₃₆BrN₅O₁₁S
• Molecular Weight: 850.701
• Mol file: 109681-03-0.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 3 articles about 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 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: 95.0%

2-(methylsulfonyl)ethyl 6-bromo-2,3-dihydro-α-<1-hydroxy-1-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>methyl>-2-butynyl>-2-oxo-1H-indole-3-acetate (158320-68-4) + acetyl chloride (75-36-5) → 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)

Guidance literature:

With pyridine; at -18 ℃; for 0.166667h;

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

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 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)

Guidance literature:

Multi-step reaction with 3 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

With pyridine; 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 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)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With pyridine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

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

upstream raw materials:

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

acetyl chloride

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:

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

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

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