N-(tolylsulfonyl)-L-alanine (S)-2-butanol ester

Base Information

Chemical Name:N-(tolylsulfonyl)-L-alanine (S)-2-butanol ester
CAS No.:122235-67-0
Molecular Formula:C₃₃H₃₄N₂O₄S
Molecular Weight:554.71
Hs Code.:

N-(tolylsulfonyl)-L-alanine (S)-2-<N-(9-phenylfluoren-9-yl)amino>butanol ester

Synonyms:N-(tolylsulfonyl)-L-alanine (S)-2-butanol ester

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Chemical Property of N-(tolylsulfonyl)-L-alanine (S)-2-butanol ester

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Technology Process of N-(tolylsulfonyl)-L-alanine (S)-2-butanol ester

There total 13 articles about N-(tolylsulfonyl)-L-alanine (S)-2-butanol ester 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:

: 122213-69-8
N-(9-phenylfluoren-9-yl)-L-vinylglycinal dimethyl acetal

: 122235-67-0
N-(tolylsulfonyl)-L-alanine (S)-2-butanol ester

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / H₂ / PtO₂ / methanol / 4 h / 760 Torr

2: 5 M HCl / acetone / 3.5 h / 50 - 60 °C

3: 89 percent / NaBH₄ / methanol / 0.5 h / 0 °C

4: carbonyldiimidazole, methyl trifluoromethanesulfonate / nitromethane / 0.5 h / 0 °C

With hydrogenchloride; sodium tetrahydroborate; hydrogen; 1,1'-carbonyldiimidazole; methyl trifluoromethanesulfonate; platinum(IV) oxide; In methanol; nitromethane; acetone;
DOI:10.1021/jo00277a016

Reference yield:

: 122213-64-3
N-(9-phenylfluoren-9-yl)-L-serinal dimethyl acetal

: 122235-67-0
N-(tolylsulfonyl)-L-alanine (S)-2-butanol ester

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / 1.) dimethylsulfide, N-chlorosuccinimide, 2.) Et₃N / toluene / 5 h / -25 °C

2: 74 percent / tetrahydrofuran / 1.) -10 deg C, 10 min, 2.) room temp., 10 min

3: 87 percent / H₂ / PtO₂ / methanol / 4 h / 760 Torr

4: 5 M HCl / acetone / 3.5 h / 50 - 60 °C

5: 89 percent / NaBH₄ / methanol / 0.5 h / 0 °C

6: carbonyldiimidazole, methyl trifluoromethanesulfonate / nitromethane / 0.5 h / 0 °C

With hydrogenchloride; sodium tetrahydroborate; N-chloro-succinimide; dimethylsulfide; hydrogen; triethylamine; 1,1'-carbonyldiimidazole; methyl trifluoromethanesulfonate; platinum(IV) oxide; In tetrahydrofuran; methanol; nitromethane; acetone; toluene;
DOI:10.1021/jo00277a016

Reference yield:

: 122213-51-8
N-(9-phenylfluoren-9-yl)-L-serine isoxazolidide

: 122235-67-0
N-(tolylsulfonyl)-L-alanine (S)-2-butanol ester

Guidance literature:: Multi-step reaction with 10 steps

1: 99 percent / Et₃N / toluene / 0.25 h / 0 °C

2: 62 percent / LiAlH₄ / tetrahydrofuran / 0.25 h / -78 °C

3: CH₃COCl / methanol / 48 h

4: 92 percent / 1 M KOH / ethanol / 24 h / Heating

5: 92 percent / 1.) dimethylsulfide, N-chlorosuccinimide, 2.) Et₃N / toluene / 5 h / -25 °C

6: 74 percent / tetrahydrofuran / 1.) -10 deg C, 10 min, 2.) room temp., 10 min

7: 87 percent / H₂ / PtO₂ / methanol / 4 h / 760 Torr

8: 5 M HCl / acetone / 3.5 h / 50 - 60 °C

9: 89 percent / NaBH₄ / methanol / 0.5 h / 0 °C

10: carbonyldiimidazole, methyl trifluoromethanesulfonate / nitromethane / 0.5 h / 0 °C

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; N-chloro-succinimide; lithium aluminium tetrahydride; dimethylsulfide; hydrogen; triethylamine; acetyl chloride; 1,1'-carbonyldiimidazole; methyl trifluoromethanesulfonate; platinum(IV) oxide; In tetrahydrofuran; methanol; nitromethane; ethanol; acetone; toluene;
DOI:10.1021/jo00277a016