(1'S,2'R,3'S,4'R,5'S)-4'-[6-(3-chlorobenzylamino)-2-(N-biotinyl-(β-aminoethylaminocarbonyl)-1-butynyl)-9-yl]-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide

Base Information

Chemical Name:(1'S,2'R,3'S,4'R,5'S)-4'-[6-(3-chlorobenzylamino)-2-(N-biotinyl-(β-aminoethylaminocarbonyl)-1-butynyl)-9-yl]-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide
CAS No.:1190215-99-6
Molecular Formula:C₃₇H₄₅ClN₁₀O₆S
Molecular Weight:793.347
Hs Code.:

(1'S,2'R,3'S,4'R,5'S)-4'-[6-(3-chlorobenzylamino)-2-(N-biotinyl-(β-aminoethylaminocarbonyl)-1-butynyl)-9-yl]-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide

Synonyms:(1'S,2'R,3'S,4'R,5'S)-4'-[6-(3-chlorobenzylamino)-2-(N-biotinyl-(β-aminoethylaminocarbonyl)-1-butynyl)-9-yl]-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide

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Chemical Property of (1'S,2'R,3'S,4'R,5'S)-4'-[6-(3-chlorobenzylamino)-2-(N-biotinyl-(β-aminoethylaminocarbonyl)-1-butynyl)-9-yl]-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide

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Technology Process of (1'S,2'R,3'S,4'R,5'S)-4'-[6-(3-chlorobenzylamino)-2-(N-biotinyl-(β-aminoethylaminocarbonyl)-1-butynyl)-9-yl]-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide

There total 4 articles about (1'S,2'R,3'S,4'R,5'S)-4'-[6-(3-chlorobenzylamino)-2-(N-biotinyl-(β-aminoethylaminocarbonyl)-1-butynyl)-9-yl]-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide 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: 62.0%

: 1190215-94-1
(1'S,2'R,3'S,4'R,5'S)-4'-[6-(3-chlorobenzylamino)-2-(4-(β-aminoethylaminocarbonyl)-1-butynyl)-9-yl]-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide

: 58-85-5,22879-79-4
biotin

: 1190215-99-6
(1'S,2'R,3'S,4'R,5'S)-4'-[6-(3-chlorobenzylamino)-2-(N-biotinyl-(β-aminoethylaminocarbonyl)-1-butynyl)-9-yl]-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide

Guidance literature:: With 2-(1H-9-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluroniumhexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/jm900426g

Reference yield:

: 21565-82-2
methyl pent-4-ynoate

: 1190215-99-6
(1'S,2'R,3'S,4'R,5'S)-4'-[6-(3-chlorobenzylamino)-2-(N-biotinyl-(β-aminoethylaminocarbonyl)-1-butynyl)-9-yl]-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 20 °C

2: methanol / 20 °C

3: water; trifluoroacetic acid / methanol / 15 h / 70 °C

4: N-ethyl-N,N-diisopropylamine / HATU / N,N-dimethyl-formamide / 20 °C

With water; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; HATU; In methanol; N,N-dimethyl-formamide;

Reference yield:

: 1190215-87-2
(1'S,2'R,3'S,4'R,5'S)-4'-[6-(3-chlorobenzylamino)-2-(4-methoxycarbonyl-1-butynyl)-9-yl]-2',3'-O-isopropylidenebicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide

: 1190215-99-6
(1'S,2'R,3'S,4'R,5'S)-4'-[6-(3-chlorobenzylamino)-2-(N-biotinyl-(β-aminoethylaminocarbonyl)-1-butynyl)-9-yl]-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide

Guidance literature:: Multi-step reaction with 3 steps

1: methanol / 20 °C

2: water; trifluoroacetic acid / methanol / 15 h / 70 °C

3: N-ethyl-N,N-diisopropylamine / HATU / N,N-dimethyl-formamide / 20 °C

With water; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; HATU; In methanol; N,N-dimethyl-formamide;