(S)-S-benzyl 3-((((benzyloxy)carbonyl)amino)methyl)-5-methylhexanethioate

Base Information

Chemical Name:(S)-S-benzyl 3-((((benzyloxy)carbonyl)amino)methyl)-5-methylhexanethioate
CAS No.:1432752-43-6
Molecular Formula:C₂₃H₂₉NO₃S
Molecular Weight:399.554
Hs Code.:

Synonyms:(S)-S-benzyl 3-((((benzyloxy)carbonyl)amino)methyl)-5-methylhexanethioate

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Chemical Property of (S)-S-benzyl 3-((((benzyloxy)carbonyl)amino)methyl)-5-methylhexanethioate

Chemical Property:

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Technology Process of (S)-S-benzyl 3-((((benzyloxy)carbonyl)amino)methyl)-5-methylhexanethioate

There total 6 articles about (S)-S-benzyl 3-((((benzyloxy)carbonyl)amino)methyl)-5-methylhexanethioate 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:

: C₁₆H₂₂O₃S

: 100-51-6,185532-71-2
benzyl alcohol

: 1432752-43-6
(S)-S-benzyl 3-((((benzyloxy)carbonyl)amino)methyl)-5-methylhexanethioate

Guidance literature:: C₁₆H₂₂O₃S; With diphenylphosphoranyl azide; triethylamine; In toluene; at 25 - 85 ℃; for 0.25h;

benzyl alcohol; In toluene; for 12h; Reflux;

Reference yield:

: 100-53-8
phenylmethanethiol

: 1432752-43-6
(S)-S-benzyl 3-((((benzyloxy)carbonyl)amino)methyl)-5-methylhexanethioate

Guidance literature:: Multi-step reaction with 3 steps

1: N-((1R,2R)-2-(dimethylamino)-1-(4-nitrophenyl)-3-(trityloxy)propyl)-3,5-bis(trifluoromethyl)benzene-sulfonamide / tert-butyl methyl ether / -20 °C / Inert atmosphere; Schlenk technique

2: triethylamine; diphenyl phosphoryl azide / toluene / 20 - 90 °C / Inert atmosphere; Schlenk technique

3: toluene / Reflux; Inert atmosphere; Schlenk technique

With diphenyl phosphoryl azide; N-((1R,2R)-2-(dimethylamino)-1-(4-nitrophenyl)-3-(trityloxy)propyl)-3,5-bis(trifluoromethyl)benzene-sulfonamide; triethylamine; In tert-butyl methyl ether; toluene; 2: |Curtius Rearrangement;
DOI:10.1002/ejoc.201300464

Reference yield:

: 185815-59-2
3-isobutylglutaric anhydride

: 1432752-43-6
(S)-S-benzyl 3-((((benzyloxy)carbonyl)amino)methyl)-5-methylhexanethioate

Guidance literature:: Multi-step reaction with 3 steps

1: N-((1R,2R)-2-(dimethylamino)-1-(4-nitrophenyl)-3-(trityloxy)propyl)-3,5-bis(trifluoromethyl)benzene-sulfonamide / tert-butyl methyl ether / -20 °C / Inert atmosphere; Schlenk technique

2: triethylamine; diphenyl phosphoryl azide / toluene / 20 - 90 °C / Inert atmosphere; Schlenk technique

3: toluene / Reflux; Inert atmosphere; Schlenk technique

With diphenyl phosphoryl azide; N-((1R,2R)-2-(dimethylamino)-1-(4-nitrophenyl)-3-(trityloxy)propyl)-3,5-bis(trifluoromethyl)benzene-sulfonamide; triethylamine; In tert-butyl methyl ether; toluene; 2: |Curtius Rearrangement;
DOI:10.1002/ejoc.201300464