(2SR,3S)-3-(Boc-amino)-3-<3-(tert-butylsulfamoyl)phenyl>-2-<(4-methoxybenzyl)sulfanyl>propanoic acid

Base Information

Chemical Name:(2SR,3S)-3-(Boc-amino)-3-<3-(tert-butylsulfamoyl)phenyl>-2-<(4-methoxybenzyl)sulfanyl>propanoic acid
CAS No.:224822-78-0
Molecular Formula:C₂₆H₃₆N₂O₇S₂
Molecular Weight:552.713
Hs Code.:

Synonyms:(2SR,3S)-3-(Boc-amino)-3-<3-(tert-butylsulfamoyl)phenyl>-2-<(4-methoxybenzyl)sulfanyl>propanoic acid

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Chemical Property of (2SR,3S)-3-(Boc-amino)-3-<3-(tert-butylsulfamoyl)phenyl>-2-<(4-methoxybenzyl)sulfanyl>propanoic acid

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Technology Process of (2SR,3S)-3-(Boc-amino)-3-<3-(tert-butylsulfamoyl)phenyl>-2-<(4-methoxybenzyl)sulfanyl>propanoic acid

There total 8 articles about (2SR,3S)-3-(Boc-amino)-3-<3-(tert-butylsulfamoyl)phenyl>-2-<(4-methoxybenzyl)sulfanyl>propanoic acid 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: 98.0%

: 222410-29-9
ethyl (2S,3S)-3-(Boc-amino)-3-<3-(tert-butylsulfamoyl)phenyl>-2-<(4-methoxybenzyl)sulfanyl>propanoate

: 224822-78-0
(2SR,3S)-3-(Boc-amino)-3-<3-(tert-butylsulfamoyl)phenyl>-2-<(4-methoxybenzyl)sulfanyl>propanoic acid

Guidance literature:: With sodium hydroxide; In methanol; water;
DOI:10.1021/jm981066w

Reference yield:

: 4025-64-3
3-Carboxybenzenesulfonyl chloride

: 224822-78-0
(2SR,3S)-3-(Boc-amino)-3-<3-(tert-butylsulfamoyl)phenyl>-2-<(4-methoxybenzyl)sulfanyl>propanoic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 78 percent / CH₂Cl₂ / 2 h / Ambient temperature

2: 90 percent / LiAlH₄ / tetrahydrofuran

3: 96 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / 1.5 h / from -60 deg C to RT

4: 1.) NaH / 1.) DME, 45 deg C, 30 min, 2.) DME, 50 deg C, 1 h

5: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 15 min, 2.) THF, hexane, -78 deg C, 30 min

6: 85 percent / H₂ / 20 percent Pd(OH)2/C / ethyl acetate / 18 h / 25 °C / 15001.2 Torr

7: 1.) LDA / 1.) THF, heptane, ethylbenzene, -78 deg C, 30 min, 2.) THF, heptane, ethylbenzene, 2 h

8: 98 percent / NaOH / methanol; H₂O

With sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; hydrogen; sodium hydride; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate;
DOI:10.1021/jm981066w

Reference yield:

: 222410-08-4
N-tert-butyl-3-(oxomethyl)benzenesulfonamide

: 224822-78-0
(2SR,3S)-3-(Boc-amino)-3-<3-(tert-butylsulfamoyl)phenyl>-2-<(4-methoxybenzyl)sulfanyl>propanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH / 1.) DME, 45 deg C, 30 min, 2.) DME, 50 deg C, 1 h

2: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 15 min, 2.) THF, hexane, -78 deg C, 30 min

3: 85 percent / H₂ / 20 percent Pd(OH)2/C / ethyl acetate / 18 h / 25 °C / 15001.2 Torr

4: 1.) LDA / 1.) THF, heptane, ethylbenzene, -78 deg C, 30 min, 2.) THF, heptane, ethylbenzene, 2 h

5: 98 percent / NaOH / methanol; H₂O

With sodium hydroxide; n-butyllithium; hydrogen; sodium hydride; lithium diisopropyl amide; palladium dihydroxide; In methanol; water; ethyl acetate;
DOI:10.1021/jm981066w