Benzo[1,3]dioxole-5-sulfonic acid ((2R,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-(5-cyano-2,2-dimethyl-pentyl)-amide

Base Information

Chemical Name:Benzo[1,3]dioxole-5-sulfonic acid ((2R,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-(5-cyano-2,2-dimethyl-pentyl)-amide
CAS No.:681028-82-0
Molecular Formula:C₂₅H₃₃N₃O₅S
Molecular Weight:487.62
Hs Code.:

Synonyms:Benzo[1,3]dioxole-5-sulfonic acid ((2R,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-(5-cyano-2,2-dimethyl-pentyl)-amide

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Chemical Property of Benzo[1,3]dioxole-5-sulfonic acid ((2R,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-(5-cyano-2,2-dimethyl-pentyl)-amide

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Technology Process of Benzo[1,3]dioxole-5-sulfonic acid ((2R,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-(5-cyano-2,2-dimethyl-pentyl)-amide

There total 6 articles about Benzo[1,3]dioxole-5-sulfonic acid ((2R,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-(5-cyano-2,2-dimethyl-pentyl)-amide 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: 100.0%

: 681028-81-9
{(1S,2R)-3-[(Benzo[1,3]dioxole-5-sulfonyl)-(5-cyano-2,2-dimethyl-pentyl)-amino]-1-benzyl-2-hydroxy-propyl}-carbamic acid tert-butyl ester

: 681028-82-0
Benzo[1,3]dioxole-5-sulfonic acid ((2R,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-(5-cyano-2,2-dimethyl-pentyl)-amide

Guidance literature:: With trifluoroacetic acid; In dichloromethane;
DOI:10.1016/j.bmcl.2003.12.008

Reference yield:

: 98760-08-8,98818-34-9,98818-35-0,103127-56-6,98737-29-2
(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester

: 681028-82-0
Benzo[1,3]dioxole-5-sulfonic acid ((2R,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-(5-cyano-2,2-dimethyl-pentyl)-amide

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / aq. NaN₃ / dimethylformamide / 100 °C

2: 98 percent / H₂ / Pd/C / methanol / 2068.59 Torr

3: 55 percent / NaBH(OAc)3; AcOH / dimethylformamide; tetrahydrofuran

4: 86 percent / DMAP; DIEA / tetrahydrofuran

5: 100 percent / TFA / CH₂Cl₂

With dmap; sodium azide; hydrogen; sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2003.12.008

Reference yield:

: 52387-40-3
5-chloro-2,2-dimethylpentanal

: 681028-82-0
Benzo[1,3]dioxole-5-sulfonic acid ((2R,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-(5-cyano-2,2-dimethyl-pentyl)-amide

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / PTSA / toluene / Heating

2: 85 percent / dimethylsulfoxide / 18 h / 100 °C

3: aq. HCl / tetrahydrofuran / 4.5 h / 70 °C

4: 55 percent / NaBH(OAc)3; AcOH / dimethylformamide; tetrahydrofuran

5: 86 percent / DMAP; DIEA / tetrahydrofuran

6: 100 percent / TFA / CH₂Cl₂

With hydrogenchloride; dmap; sodium tris(acetoxy)borohydride; toluene-4-sulfonic acid; acetic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmcl.2003.12.008