(2S,4S)-2-benzyloxycarbonylamino-4,5-(isopropylidenedioxy)pentanethioamide

Base Information

Chemical Name:(2S,4S)-2-benzyloxycarbonylamino-4,5-(isopropylidenedioxy)pentanethioamide
CAS No.:173259-12-6
Molecular Formula:C₁₆H₂₂N₂O₄S
Molecular Weight:338.428
Hs Code.:

Synonyms:(2S,4S)-2-benzyloxycarbonylamino-4,5-(isopropylidenedioxy)pentanethioamide

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Chemical Property of (2S,4S)-2-benzyloxycarbonylamino-4,5-(isopropylidenedioxy)pentanethioamide

Chemical Property:

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Technology Process of (2S,4S)-2-benzyloxycarbonylamino-4,5-(isopropylidenedioxy)pentanethioamide

There total 6 articles about (2S,4S)-2-benzyloxycarbonylamino-4,5-(isopropylidenedioxy)pentanethioamide 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: 65.0%

: 173259-11-5
(2S,4S)-2-benzyloxycarbonylamino-4,5-(isopropylidenedioxy)pentanamide

: 173259-12-6
(2S,4S)-2-benzyloxycarbonylamino-4,5-(isopropylidenedioxy)pentanethioamide

Guidance literature:: With Lawessons reagent; In 1,2-dimethoxyethane; at 0 ℃;
DOI:10.1246/bcsj.68.3151

Reference yield:

: 114684-69-4
methyl 2-(benzyloxycarbonylamino)-2-(diethyloxyphosphoryl)acetate

: 173259-12-6
(2S,4S)-2-benzyloxycarbonylamino-4,5-(isopropylidenedioxy)pentanethioamide

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) 5percent aq. NaHCO₃, aq. NaIO₄, 2.) 6 M aq. K₂CO₃, tetrabutylammonium bromide / 1.) 1 h, 2.) CH₂Cl₂, RT, 4 h

2: 84 percent / NaBH₄, NiCl₂*6H₂O / methanol / 1 h / Ambient temperature

3: 43 percent / CaCl2 / 20 h / 35 °C / α-chymotrypsin

4: 1.) dicyclohexylcarbodiimide, 2.) N-hydroxysuccinimide, 3.) aq. NH₃

5: 65 percent / Lawesson's reagent / 1,2-dimethoxy-ethane / 0 °C

With Lawessons reagent; ammonium hydroxide; sodium tetrahydroborate; sodium periodate; 1-hydroxy-pyrrolidine-2,5-dione; tetrabutylammomium bromide; sodium hydrogencarbonate; potassium carbonate; dicyclohexyl-carbodiimide; calcium chloride; nickel dichloride; In methanol; 1,2-dimethoxyethane;
DOI:10.1246/bcsj.68.3151

Reference yield:

: 132970-32-2
methyl (4S,2Z)-2-benzyloxycarbonylamino-4,5-isopropylidenedioxy-2-pentanoate

: 173259-12-6
(2S,4S)-2-benzyloxycarbonylamino-4,5-(isopropylidenedioxy)pentanethioamide

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / NaBH₄, NiCl₂*6H₂O / methanol / 1 h / Ambient temperature

2: 43 percent / CaCl2 / 20 h / 35 °C / α-chymotrypsin

3: 1.) dicyclohexylcarbodiimide, 2.) N-hydroxysuccinimide, 3.) aq. NH₃

4: 65 percent / Lawesson's reagent / 1,2-dimethoxy-ethane / 0 °C

With Lawessons reagent; ammonium hydroxide; sodium tetrahydroborate; 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; calcium chloride; nickel dichloride; In methanol; 1,2-dimethoxyethane;
DOI:10.1246/bcsj.68.3151