(2S,3S)-S-(N-carbobenzyloxyglycyl-L-alanyl-L-leucyl)-S'-L-alanyl-2,3-bis(7-mercapto-2,5-dioxaheptyl)-1,4,7,10,13,16-hexaoxacyclooctadecane hydrochloride

Base Information

Chemical Name:(2S,3S)-S-(N-carbobenzyloxyglycyl-L-alanyl-L-leucyl)-S'-L-alanyl-2,3-bis(7-mercapto-2,5-dioxaheptyl)-1,4,7,10,13,16-hexaoxacyclooctadecane hydrochloride
CAS No.:125372-69-2
Molecular Formula:C₄₄H₇₄N₄O₁₆S₂*ClH
Molecular Weight:1015.68
Hs Code.:

(2S,3S)-S-(N-carbobenzyloxyglycyl-L-alanyl-L-leucyl)-S'-L-alanyl-2,3-bis(7-mercapto-2,5-dioxaheptyl)-1,4,7,10,13,16-hexaoxacyclooctadecane hydrochloride

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Chemical Property of (2S,3S)-S-(N-carbobenzyloxyglycyl-L-alanyl-L-leucyl)-S'-L-alanyl-2,3-bis(7-mercapto-2,5-dioxaheptyl)-1,4,7,10,13,16-hexaoxacyclooctadecane hydrochloride

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Technology Process of (2S,3S)-S-(N-carbobenzyloxyglycyl-L-alanyl-L-leucyl)-S'-L-alanyl-2,3-bis(7-mercapto-2,5-dioxaheptyl)-1,4,7,10,13,16-hexaoxacyclooctadecane hydrochloride

There total 9 articles about (2S,3S)-S-(N-carbobenzyloxyglycyl-L-alanyl-L-leucyl)-S'-L-alanyl-2,3-bis(7-mercapto-2,5-dioxaheptyl)-1,4,7,10,13,16-hexaoxacyclooctadecane hydrochloride 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: 82.0%

: 5673-65-4
L-alanine p-nitrophenyl ester hydrobromide

: 96454-18-1
(2S,3S)-S-(N-carbobenzyloxyglycyl-L-alanyl-leucyl)-2,3-bis(7-mercapto-2,5-dioxaheptyl)-1,4,7,10,13,16-hexaoxacyclooctadecane

: 125372-69-2
(2S,3S)-S-(N-carbobenzyloxyglycyl-L-alanyl-L-leucyl)-S'-L-alanyl-2,3-bis(7-mercapto-2,5-dioxaheptyl)-1,4,7,10,13,16-hexaoxacyclooctadecane hydrochloride

Guidance literature:: With pyridine; for 0.25h; Ambient temperature;
DOI:10.1248/cpb.37.912

Reference yield:

: 68394-45-6
(2S,3S)-2,3-Bis(hydroxymethyl)-1,4,7,10,13,16-hexaoxacyclooctadecan

: 125372-69-2
(2S,3S)-S-(N-carbobenzyloxyglycyl-L-alanyl-L-leucyl)-S'-L-alanyl-2,3-bis(7-mercapto-2,5-dioxaheptyl)-1,4,7,10,13,16-hexaoxacyclooctadecane hydrochloride

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) NaH(50 percent in oil) / 1.) DMF, 1 h, room t., then 40 deg C, 1 h, 2.) DMF, room t., 17 h

2: ethanol / 1 h / Heating

3: 5 N NaOH / ethanol / 1 h / 40 °C

4: 1.) Et₃N, diethyl pyrocarbonate 2.) pyridine / 1.) DMF, 0 deg C, 1 h, then room t., 1 h, 2.) room t., 20 min

5: 81 percent / pivalic acid, TEA / benzene / 10 h / Ambient temperature

6: 87 percent / pyridine / 0.25 h / Ambient temperature

7: 58 percent / tert. BuCOOH, TEA / benzene / 48 h / Ambient temperature

8: 82 percent / pyridine / 0.25 h / Ambient temperature

With pyridine; tert.-butylhydroperoxide; sodium hydroxide; TEA; sodium hydride; triethylamine; diethyl dicarbonate; Trimethylacetic acid; In ethanol; benzene;
DOI:10.1248/cpb.37.912

Reference yield:

: 34235-86-4
L-Leu-ONp

: 125372-69-2
(2S,3S)-S-(N-carbobenzyloxyglycyl-L-alanyl-L-leucyl)-S'-L-alanyl-2,3-bis(7-mercapto-2,5-dioxaheptyl)-1,4,7,10,13,16-hexaoxacyclooctadecane hydrochloride

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / pyridine / 0.25 h / Ambient temperature

2: 58 percent / tert. BuCOOH, TEA / benzene / 48 h / Ambient temperature

3: 82 percent / pyridine / 0.25 h / Ambient temperature

With pyridine; tert.-butylhydroperoxide; TEA; In benzene;
DOI:10.1248/cpb.37.912