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Chemical Structure| 17114-97-5 Chemical Structure| 17114-97-5
Chemical Structure| 17114-97-5

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H-Ser(tBu)-OMe·HCl is a serine derivative, commonly used in peptide synthesis and drug development.

Synonyms: H-Ser(tBu)-OMe.HCl

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Product Details of H-Ser(tBu)-OMe·HCl

CAS No. :17114-97-5
Formula : C8H18ClNO3
M.W : 211.69
SMILES Code : O=C(OC)[C@@H](N)COC(C)(C)C.[H]Cl
Synonyms :
H-Ser(tBu)-OMe.HCl
MDL No. :MFCD00077108
InChI Key :PCIABNBULSRKSU-RGMNGODLSA-N
Pubchem ID :16218549

Safety of H-Ser(tBu)-OMe·HCl

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P261-P280-P305+P351+P338

Application In Synthesis of H-Ser(tBu)-OMe·HCl

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 17114-97-5 ]

[ 17114-97-5 ] Synthesis Path-Downstream   1~35

  • 1
  • [ 75-44-5 ]
  • [ 17114-97-5 ]
  • [ 145080-94-0 ]
  • 2
  • [ 2389-60-8 ]
  • [ 17114-97-5 ]
  • Nα-Benzyloxycarbonyl-Nε-tert-butyloxycarbonyl-L-lysyl-O-tert-butyl-L-serin-methylester [ No CAS ]
  • 3
  • [ 116939-86-7 ]
  • [ 17114-97-5 ]
  • [ 138541-20-5 ]
  • 4
  • [ 17114-97-5 ]
  • [ 114-25-0 ]
  • [ 109203-68-1 ]
  • 5
  • [ 129288-48-8 ]
  • [ 17114-97-5 ]
  • Z-D-Ala-Ser(OtBu)-OMe [ No CAS ]
  • 6
  • [ 17114-97-5 ]
  • Z-L-Ala-NCA [ No CAS ]
  • Z-Ala-Ser(OtBu)-OMe [ No CAS ]
  • 7
  • [ 2650-64-8 ]
  • [ 17114-97-5 ]
  • Z-Gln-Ser(OtBu)-OH [ No CAS ]
  • 8
  • [ 453-71-4 ]
  • [ 17114-97-5 ]
  • 4-[(S)-(2,2-Dimethyl-propoxy)-methoxycarbonyl-methyl]-amino}-3-nitro-benzoic acid [ No CAS ]
  • 4-[(R)-(2,2-Dimethyl-propoxy)-methoxycarbonyl-methyl]-amino}-3-nitro-benzoic acid [ No CAS ]
  • 9
  • [ 17114-97-5 ]
  • 3-Trimethylsilanylethynyl-pyridine-2-carboxylic acid [ No CAS ]
  • [ 219623-07-1 ]
  • 10
  • [ 17114-97-5 ]
  • [ 219623-06-0 ]
  • (S)-O-tert-butyl-N-(3-phenylethynylpyridine-2-carbonyl)serine methyl ester [ No CAS ]
  • 12
  • [ 17114-97-5 ]
  • [ 340714-55-8 ]
  • 3-<i>tert</i>-butoxy-2-(2-<i>tert</i>-butoxycarbonylamino-5,5,5-trifluoro-4-trifluoromethyl-pentanoylamino)-propionic acid methyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
87% With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In DMF (N,N-dimethyl-formamide); at 20℃; for 0.666667h; To a stirred solution of 5 (11 mg, 0.03 mmol) in anhydrous DMF (1 mL) was added diisopropyl ethyl amine (13 mg, 0.1 mmol), HBTU (13 mg, 0.03 mmol), and H-Ser(t-Bu)-OMe HCl (14 mg, 0.065 mmol) sequentially. The mixture was stirred at room temperature for 40 min before 6 mL of H2O was added. The reaction mixture was extracted with ether (15 ml) and the organic layer was futher washed with 1 N HCl (5 mL.x.2) and 5percent NaHCO3 solution (5 ml), dried over MgSO4, and concentrated to afford 8 (13 mg, 87percent yield) as a white solid. 1H NMR (300 MHz, CDCl3) delta 6.68 (d, 1H, J=8.1 Hz), 5.21 (d, 1H, J=8.1 Hz), 4.64 (m, 1H), 4.40 (m, 1H), 3.86 (dd, 1H, J=2.7 Hz, 9.3 Hz), 3.76 (s, 3H), 3.56 (dd, 1H, J=3.3 Hz, 9.3 Hz), 3.50 (m, 1H), 2.33-2.10 (br. m, 2H), 1.45 (s, 9H), 1.14 (s, 9H).
  • 13
  • [ 17114-97-5 ]
  • (2S,3S)-2-((tert-butoxycarbonyl)amino)-4,4,4-trifluoro-3-methyl-butanoic acid [ No CAS ]
  • Boc-TFV(2S,3S)-Ser(Ot-Bu)-OMe(2S) [ No CAS ]
  • 14
  • [ 17114-97-5 ]
  • (2S,3R)-2-((tert-butoxycarbonyl)amino)-4,4,4-trifluoro-3-methyl-butanoic acid [ No CAS ]
  • Boc-TFV(2S,3R)-Ser(Ot-Bu)-OMe(2S) [ No CAS ]
  • 15
  • [ 17114-97-5 ]
  • [ 888725-63-1 ]
  • Boc-TFV(2R,3S)-Ser(Ot-Bu)-OMe(2S) [ No CAS ]
  • 16
  • [ 17114-97-5 ]
  • (2R,3R)-2-((tert-butoxycarbonyl)amino)-4,4,4-trifluoro-3-methylbutanoic acid [ No CAS ]
  • Boc-TFV(2R,3R)-Ser(Ot-Bu)-OMe(2S) [ No CAS ]
  • 18
  • [ 5720-05-8 ]
  • [ 17114-97-5 ]
  • 3-<i>tert</i>-butoxy-2-<i>p</i>-tolylamino-propionic acid methyl ester [ No CAS ]
  • 19
  • [ 17114-97-5 ]
  • [ 618884-61-0 ]
  • [ 618884-62-1 ]
  • 20
  • [ 17114-97-5 ]
  • [ 752244-63-6 ]
  • methyl (2S)-3-tert-butoxy-2-((S)-2-(tert-butoxycarbonyl)amino-4-(perfluorophenyl)butanamido)propanoate [ No CAS ]
  • 21
  • [ 17114-97-5 ]
  • [ 467217-77-2 ]
  • [ 847778-78-3 ]
  • 22
  • [ 17114-97-5 ]
  • [ 618884-60-9 ]
  • [ 618884-62-1 ]
  • 23
  • [ 1011478-20-8 ]
  • [ 17114-97-5 ]
  • (S)-3-tert-butoxy-2-[3'-(4-chloro-2,5-dimethyl-benzenesulfonylamino)-3-methyl-biphenyl-4-carbonyl]-amino}-propionic acid methyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; for 16h; (1 ) (S)-3-tert-Butoxy-2-{r3'-(4-chloro-2,5-dimethyl-benzenesulfonylamino)-3-methyl- biphenyl-4-carbonyll-amino}-propionic acid methyl ester (18)To a stirred mixture of the acid 16 from step 4 of Example 45 (1 g, 2.33 mmol), (S)-2-Amino- 3-tert-butoxy-propionic acid methyl ester hydrochloride (739 mg, 3.49 mmol), triethylamine (1.3 ml, 9.3 mmol) and HOBt monohydrate (356 mg, 2.33 mmol) in DCM (20 ml) is added solid EDC hydrochloride (535 mg, 2.79 mmol) and stirring is continued for 16 hours. The mixture is diluted with DCM (50 ml) and washed twice with 2N-HCI (50 ml), water (50 ml), 10percent sodium carbonate (50 ml) and brine (20 ml). The organic phase is then dried over sodium sulphate and concentrated to give the title product 18 as white foam which is directly used in the next step.Optionally, the crude can be further purified by silica gel chromatography using cyclohexane / ethyl acetate from 5percent to 50percent) MS (ESI): 587-589 [M+H]+
  • 24
  • [ 17114-97-5 ]
  • [ 856865-69-5 ]
  • 25
  • [ 17114-97-5 ]
  • [ 856865-91-3 ]
  • 26
  • [ 17114-97-5 ]
  • (S)-2-{(S)-3-tert-Butoxy-2-[methyl-(2-nitro-benzenesulfonyl)-amino]-propionylamino}-4-methyl-pentanoic acid [ No CAS ]
  • 27
  • [ 17114-97-5 ]
  • [ 847778-79-4 ]
  • 30
  • [ 17114-97-5 ]
  • [ 847778-81-8 ]
  • 33
  • [ 17114-97-5 ]
  • [ 468773-61-7 ]
  • 34
  • [ 17114-97-5 ]
  • (3-benzylamino-2-tert-butoxymethyl-piperidin-4-yk)methanol [ No CAS ]
  • 35
  • [ 17114-97-5 ]
  • [ 468773-32-2 ]
 

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