(1,4-diazabicyclo[2.2.2]octan-1-ium-1-ylsulfonyl)(tert-butoxycarbonyl)amide

Base Information

• Chemical Name: (1,4-diazabicyclo[2.2.2]octan-1-ium-1-ylsulfonyl)(tert-butoxycarbonyl)amide
• CAS No.: 1375958-75-0
• Molecular Formula: C11H21N3O4S
• Molecular Weight: 291.371
• Mol file: 1375958-75-0.mol

Synonyms:(1,4-diazabicyclo[2.2.2]octan-1-ium-1-ylsulfonyl)(tert-butoxycarbonyl)amide

Chemical Property of (1,4-diazabicyclo[2.2.2]octan-1-ium-1-ylsulfonyl)(tert-butoxycarbonyl)amide

Chemical Property:

• PSA: 72.06000
• LogP: 1.66350
• Storage Temp.: 2-8°C

Purity/Quality:

NLT 98% ^*data from raw suppliers

(1,4-Diazabicyclo[2.2.2]octan-1-ium-1-ylsulfonyl)(tert-butoxycarbonyl)amide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (1,4-Diazabicyclo[2.2.2]octan-1-ium-1-ylsulfonyl)(tert-butoxycarbonyl)amide is a reagent in the preparing the tumor inhibitor MLN4924.

Technology Process of (1,4-diazabicyclo[2.2.2]octan-1-ium-1-ylsulfonyl)(tert-butoxycarbonyl)amide

There total 1 articles about (1,4-diazabicyclo[2.2.2]octan-1-ium-1-ylsulfonyl)(tert-butoxycarbonyl)amide 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:

1,4-diaza-bicyclo[2.2.2]octane (280-57-9,88935-43-7) + N-tert-butyloxycarbonylsulfamoyl chloride (147000-89-3) → (1,4-diazabicyclo[2.2.2]octan-1-ium-1-ylsulfonyl)(tert-butoxycarbonyl)amide (1375958-75-0) + 1-hydro-4-aza-1-azaniabicyclo-[2.2.2]octane chloride (2099-72-1,49563-87-3,63872-66-2,107613-94-5)

Guidance literature:

at 15 - 23 ℃; for 2h;

DOI:10.1021/ol3009683

Reference yield: 58.5%

(1S,2S,4R)-4-{4-[(1S)-2,3-dihydro-1H-inden-1-ylamino]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}-2-(hydroxymethyl)-cyclopentanol (905580-90-7) + (1,4-diazabicyclo[2.2.2]octan-1-ium-1-ylsulfonyl)(tert-butoxycarbonyl)amide (1375958-75-0) → ((1S,2S,4R)-4-(4-(((S)-2,3-dihydro-1H-inden-1-yl)amino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-hydroxycyclopentyl)-methyl sulfamate (905579-51-3)

Guidance literature:

(1S,2S,4R)-4-{4-[(1S)-2,3-dihydro-1H-inden-1-ylamino]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}-2-(hydroxymethyl)-cyclopentanol; (1,4-diazabicyclo[2.2.2]octan-1-ium-1-ylsulfonyl)(tert-butoxycarbonyl)amide; With 1-hydro-4-aza-1-azaniabicyclo-[2.2.2]octane chloride; In acetonitrile; at 53 ℃; Large scale;

With hydrogenchloride; In water; acetonitrile; at 5 ℃; Large scale;

DOI:10.1021/acs.oprd.5b00209

Reference yield: 42.0%

(1S,2S,4R)-4-{4-[(1S)-2,3-dihydro-1H-inden-1-ylamino]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}-2-(hydroxymethyl)-cyclopentanol (905580-90-7) + (1,4-diazabicyclo[2.2.2]octan-1-ium-1-ylsulfonyl)(tert-butoxycarbonyl)amide (1375958-75-0) → ((1S,2S,4R)-4-(4-(((S)-2,3-dihydro-1H-inden-1-yl)amino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-hydroxycyclopentyl)-methyl sulfamate hydrochloride (1160295-21-5)

Guidance literature:

(1S,2S,4R)-4-{4-[(1S)-2,3-dihydro-1H-inden-1-ylamino]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}-2-(hydroxymethyl)-cyclopentanol; (1,4-diazabicyclo[2.2.2]octan-1-ium-1-ylsulfonyl)(tert-butoxycarbonyl)amide; In acetonitrile; at 55 ℃; for 8h;

With hydrogenchloride; In water; acetonitrile; at 20 ℃; for 2h;

upstream raw materials:

1,4-diaza-bicyclo[2.2.2]octane

N-tert-butyloxycarbonylsulfamoyl chloride

Downstream raw materials:

((1S,2S,4R)-4-(4-(((S)-2,3-dihydro-1H-inden-1-yl)amino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-hydroxycyclopentyl)-methyl sulfamate

((1S,2S,4R)-4-(4-(((S)-2,3-dihydro-1H-inden-1-yl)amino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-hydroxycyclopentyl)-methyl sulfamate hydrochloride

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