(3S,4aS,8aS)-2-((S)-2-Amino-3-phenyl-propane-1-sulfonyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

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Chemical Name:(3S,4aS,8aS)-2-((S)-2-Amino-3-phenyl-propane-1-sulfonyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide
CAS No.:167867-55-2
Molecular Formula:C₂₃H₃₇N₃O₃S
Molecular Weight:435.631
Hs Code.:

Synonyms:(3S,4aS,8aS)-2-((S)-2-Amino-3-phenyl-propane-1-sulfonyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

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Chemical Property of (3S,4aS,8aS)-2-((S)-2-Amino-3-phenyl-propane-1-sulfonyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

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Technology Process of (3S,4aS,8aS)-2-((S)-2-Amino-3-phenyl-propane-1-sulfonyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

There total 9 articles about (3S,4aS,8aS)-2-((S)-2-Amino-3-phenyl-propane-1-sulfonyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide 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: 91.0%

: 167867-37-0
N--N'-tert-butyl-(4aS,8aS)-decahydro-3(S)-isoquinolinecarboxamide

: 167867-55-2
(3S,4aS,8aS)-2-((S)-2-Amino-3-phenyl-propane-1-sulfonyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 0.5h; Ambient temperature;
DOI:10.1021/jo00121a038

Reference yield:

: 63-91-2,25191-15-5,658-69-5,67675-33-6
L-phenylalanine

: 167867-55-2
(3S,4aS,8aS)-2-((S)-2-Amino-3-phenyl-propane-1-sulfonyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

Guidance literature:: Multi-step reaction with 9 steps

2: Et₃N

3: NaBH₄ / methanol

4: 96 percent / Et₃N

5: 93 percent / Cs₂CO₃ / dimethylformamide / Ambient temperature

6: Ac₂O, Cl₂ / CH₂Cl₂ / 1 h / -18 - -10 °C

7: 76 percent / N-methylmorpholine / CH₂Cl₂ / Ambient temperature

8: 98 percent / NaIO₄, aq. RuCl₃

9: 91 percent / TFA / CH₂Cl₂ / 0.5 h / Ambient temperature

With 4-methyl-morpholine; ruthenium trichloride; sodium tetrahydroborate; sodium periodate; acetic anhydride; chlorine; caesium carbonate; triethylamine; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00121a038

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 167867-55-2
(3S,4aS,8aS)-2-((S)-2-Amino-3-phenyl-propane-1-sulfonyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide

Guidance literature:: Multi-step reaction with 8 steps

1: Et₃N

2: NaBH₄ / methanol

3: 96 percent / Et₃N

4: 93 percent / Cs₂CO₃ / dimethylformamide / Ambient temperature

5: Ac₂O, Cl₂ / CH₂Cl₂ / 1 h / -18 - -10 °C

6: 76 percent / N-methylmorpholine / CH₂Cl₂ / Ambient temperature

7: 98 percent / NaIO₄, aq. RuCl₃

8: 91 percent / TFA / CH₂Cl₂ / 0.5 h / Ambient temperature

With 4-methyl-morpholine; ruthenium trichloride; sodium tetrahydroborate; sodium periodate; acetic anhydride; chlorine; caesium carbonate; triethylamine; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00121a038