(+)-(5S,6S)-5,6-dimethoxy-S-(N-carbobenzyloxyglycyl)-S'-(N-carbo-tert-butoxy-L-alanyl)-1,10-dimercapto-3,8-dioxadecane

Base Information

Chemical Name:(+)-(5S,6S)-5,6-dimethoxy-S-(N-carbobenzyloxyglycyl)-S'-(N-carbo-tert-butoxy-L-alanyl)-1,10-dimercapto-3,8-dioxadecane
CAS No.:125372-59-0
Molecular Formula:C₂₈H₄₄N₂O₁₀S₂
Molecular Weight:632.797
Hs Code.:

Synonyms:(+)-(5S,6S)-5,6-dimethoxy-S-(N-carbobenzyloxyglycyl)-S'-(N-carbo-tert-butoxy-L-alanyl)-1,10-dimercapto-3,8-dioxadecane

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Chemical Property of (+)-(5S,6S)-5,6-dimethoxy-S-(N-carbobenzyloxyglycyl)-S'-(N-carbo-tert-butoxy-L-alanyl)-1,10-dimercapto-3,8-dioxadecane

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Technology Process of (+)-(5S,6S)-5,6-dimethoxy-S-(N-carbobenzyloxyglycyl)-S'-(N-carbo-tert-butoxy-L-alanyl)-1,10-dimercapto-3,8-dioxadecane

There total 6 articles about (+)-(5S,6S)-5,6-dimethoxy-S-(N-carbobenzyloxyglycyl)-S'-(N-carbo-tert-butoxy-L-alanyl)-1,10-dimercapto-3,8-dioxadecane 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: 69.0%

: 15761-38-3
L-N-Boc-Ala

: 125372-58-9
(+)-(5S,6S)-5,6-dimethoxy-S-(N-carbobenzyloxyglycyl)-1,10-dimercapto-3,8-dioxadecane

: 125372-59-0
(+)-(5S,6S)-5,6-dimethoxy-S-(N-carbobenzyloxyglycyl)-S'-(N-carbo-tert-butoxy-L-alanyl)-1,10-dimercapto-3,8-dioxadecane

Guidance literature:: With triethylamine; diethyl dicarbonate; In N,N-dimethyl-formamide; at -20 ℃;
DOI:10.1248/cpb.37.912

Reference yield:

: 125372-56-7
(5S,6S)-1,10-dibenzyloxy-5,6-dimethoxy-3,8-dioxadecane

: 125372-59-0
(+)-(5S,6S)-5,6-dimethoxy-S-(N-carbobenzyloxyglycyl)-S'-(N-carbo-tert-butoxy-L-alanyl)-1,10-dimercapto-3,8-dioxadecane

Guidance literature:: Multi-step reaction with 6 steps

1: H₂ / 10 percent Pd-C / ethanol / 2 h / Ambient temperature

2: pyridine / 0 °C

3: ethanol / 1 h / Heating

4: 5N NaOH / ethanol / 1 h / 40 °C

5: 40 percent / diethyl pyrocarbonate, Et₃N / dimethylformamide / -20 °C

6: 69 percent / diethyl pyrocarbonate, Et₃N / dimethylformamide / -20 °C

With pyridine; sodium hydroxide; hydrogen; triethylamine; diethyl dicarbonate; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;
DOI:10.1248/cpb.37.912

Reference yield:

: 2-[(2S,3S)-4-(2-Hydroxy-ethoxy)-2,3-dimethoxy-butoxy]-ethanol

: 125372-59-0
(+)-(5S,6S)-5,6-dimethoxy-S-(N-carbobenzyloxyglycyl)-S'-(N-carbo-tert-butoxy-L-alanyl)-1,10-dimercapto-3,8-dioxadecane

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / 0 °C

2: ethanol / 1 h / Heating

3: 5N NaOH / ethanol / 1 h / 40 °C

4: 40 percent / diethyl pyrocarbonate, Et₃N / dimethylformamide / -20 °C

5: 69 percent / diethyl pyrocarbonate, Et₃N / dimethylformamide / -20 °C

With pyridine; sodium hydroxide; triethylamine; diethyl dicarbonate; In ethanol; N,N-dimethyl-formamide;
DOI:10.1248/cpb.37.912