Fmoc-D-Ser(tBu)-OH

Base Information

• Chemical Name: Fmoc-D-Ser(tBu)-OH
• CAS No.: 128107-47-1
• Molecular Formula: C₂₂H₂₅NO₅
• Molecular Weight: 383.444
• Hs Code.: 2924 29 70
• European Community (EC) Number: 810-913-3
• UNII: K5W4U4PS9D
• Nikkaji Number: J1.699.845A
• Mol file: 128107-47-1.mol

Synonyms:Fmoc-D-Ser(tBu)-OH;128107-47-1;Fmoc-O-tert-butyl-D-serine;(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[(2-methylpropan-2-yl)oxy]propanoic acid;D-Serine, O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-;SCHEMBL119565;O-tert-Butyl-N-Fmoc-L-serine;(2R)-3-(tert-butoxy)-2-[(fluoren-9-ylmethoxy)carbonylamino]propanoic acid;J-300240;Fmoc-D-Ser(But)-OH;(2R)-3-(tert-butoxy)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid;PubChem10040;AC1OCWC0;AC1Q1NGV;Fmoc-O-tert.butyl-D-serine;KSC915Q4F;MFCD00077071;CTK8B5842;KS-00000IQN;(2R)-3-(tert-Butoxy)-2-([[(9H-fluoren-9-yl)methoxy]carbonyl]amino)propanoic acid;ST030559;Fmoc-D-Ser(Bu-t)-OH;(2R)-3-(tert-butoxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid;K5W4U4PS9D;AKOS015837434;AKOS030228152;AM82226;CS-W008156;DS-1073;HY-W008156;N-ALPHA-FMOC-O-T-BUTYL-D-SERINE;AC-30046;B3168;Fmoc-D-Ser(tBu)-OH, >=98.0% (TLC);A26748;EN300-204844;M03384;N-(9H-Fluorene-9-ylmethoxycarbonyl)-O-tert-butyl-D-serine;N-Fmoc-O-tert-butyl-D-serine, 98% (Fmoc-D-Ser(tBu)-OH);O-tert-Butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-serine;9-Fluorenylmethoxycarbonyl-o-t-butyl-d-serine;N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-(tert-butyl)-D-serine

Chemical Property of Fmoc-D-Ser(tBu)-OH

Chemical Property:

• Vapor Pressure: 3.16E-14mmHg at 25°C
• Melting Point: 131℃
• Refractive Index: 1.575
• Boiling Point: 578.6 °C at 760 mmHg
• PKA: 3.44±0.10(Predicted)
• Flash Point: 303.7 °C
• PSA: 84.86000
• Density: 1.216 g/cm³
• LogP: 4.18430
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 383.17327290
• Heavy Atom Count: 28
• Complexity: 536

Purity/Quality:

99% ^*data from raw suppliers

Fmoc-D-Ser(tBu)-OH ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OCC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Isomeric SMILES: CC(C)(C)OC[C@H](C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Uses: Fmoc-D-Ser(tBu)-OH, is an amino acid derivative used in chemical synthesis and peptide chemistry.

Technology Process of Fmoc-D-Ser(tBu)-OH

There total 1 articles about Fmoc-D-Ser(tBu)-OH 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: 71.5%

O-tert-butyl-L-serine methyl ester (17083-26-0) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → Nα-(9-fluorenylmethoxycarbonyl)-D-serine-tert-butyl ether (71989-33-8,128107-47-1)

Guidance literature:

With sodium carbonate; In ethyl acetate; pH=10; pH-value;

Reference yield: 8.3%

Nα-(9-fluorenylmethoxycarbonyl)-D-serine-tert-butyl ether (71989-33-8,128107-47-1) + Nα-fluorenyl-9-methoxycarbonyl-D-Met (71989-28-1,144701-23-5,112883-40-6) + (R)-Pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester (71989-31-6,109425-54-9,144829-96-9,101555-62-8) + N-(9-fluorenylmethoxycarbonyl)-D-valine (84624-17-9) + Nα-fmoc-N(im)-trityl-D-histidine + 1-tert-butoxycarbonyl-N-[(9-fluorenyl)methoxycarbonyl]-D-tryptophan (163619-04-3) + N-FMOC-O-tert-butyl-D-threonine (138797-71-4) + N-α-[(9H-fluoren-9-ylmethoxy)carbonyl]-NG-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-D-arginine (187618-60-6) → H-D-Pro-D-Trp-D-Val-D-Pro-D-Ser-D-Trp-D-Met-D-Pro-D-Pro-D-Arg-D-His-D-Thr-NH2

Guidance literature:

N-FMOC-O-tert-butyl-D-threonine; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 1.5h;

With piperidine; In N,N-dimethyl-formamide;

Nα-(9-fluorenylmethoxycarbonyl)-D-serine-tert-butyl ether; Nα-fluorenyl-9-methoxycarbonyl-D-Met; (R)-Pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester; N-(9-fluorenylmethoxycarbonyl)-D-valine; N_α-fmoc-N_(im)-trityl-D-histidine; 1-tert-butoxycarbonyl-N-[(9-fluorenyl)methoxycarbonyl]-D-tryptophan; N-α-[(9H-fluoren-9-ylmethoxy)carbonyl]-N^G-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-D-arginine; Further stages;

Reference yield: 4.7%

N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) + Nα-(9-fluorenylmethoxycarbonyl)-D-serine-tert-butyl ether (71989-33-8,128107-47-1) + Nα-fluorenyl-9-methoxycarbonyl-D-Met (71989-28-1,144701-23-5,112883-40-6) + (R)-Pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester (71989-31-6,109425-54-9,144829-96-9,101555-62-8) + N-(9-fluorenylmethoxycarbonyl)-D-valine (84624-17-9) + Nα-fmoc-N(im)-trityl-D-histidine + 1-tert-butoxycarbonyl-N-[(9-fluorenyl)methoxycarbonyl]-D-tryptophan (163619-04-3) + N-FMOC-O-tert-butyl-D-threonine (138797-71-4) + N-α-[(9H-fluoren-9-ylmethoxy)carbonyl]-NG-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-D-arginine (187618-60-6) → H-Gly-D-Pro-D-Trp-D-Val-D-Pro-D-Ser-D-Trp-D-Met-D-Pro-D-Pro-D-Arg-D-His-D-Thr-NH2

Guidance literature:

N-FMOC-O-tert-butyl-D-threonine; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 1.5h;

With piperidine; In N,N-dimethyl-formamide;

N-(fluoren-9-ylmethoxycarbonyl)glycine; Nα-(9-fluorenylmethoxycarbonyl)-D-serine-tert-butyl ether; Nα-fluorenyl-9-methoxycarbonyl-D-Met; (R)-Pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester; N-(9-fluorenylmethoxycarbonyl)-D-valine; N_α-fmoc-N_(im)-trityl-D-histidine; 1-tert-butoxycarbonyl-N-[(9-fluorenyl)methoxycarbonyl]-D-tryptophan; N-α-[(9H-fluoren-9-ylmethoxy)carbonyl]-N^G-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-D-arginine; Further stages;

upstream raw materials:

O-tert-butyl-L-serine methyl ester

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

Downstream raw materials:

3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid pentafluorophenyl ester

3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid 4-nitro-phenyl ester

benzyloxycarbonylmethyl 3-O-((R)-3-benzyloxytetradecanoyl)-2-((R)-3-benzyloxytetradecanoylamino)-2-deoxy-6-O-(N-(9-fluorenylmethoxycarbonyl)-O-tert-butyl-D-seryl)-α-D-glucopyranoside

[(N-o-methylbenzoyl-O-tert-butyl)-D-seryl]-L-alanine

Refernces