128107-47-1

Basic information

• Product Name: Fmoc-O-tert-butyl-D-serine
• Synonyms: 9-FLUORENYLMETHOXYCARBONYL-O-T-BUTYL-D-SERINE;TIMTEC-BB SBB002936;N-ALPHA-FMOC-O-TERT-BUTYL-D-SERINE;N-ALPHA-FMOC-O-T-BUTYL-D-SERINE;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-O-T-BUTYL-D-SERINE;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-O-TERT-BUTYL-D-SERINE;n-(9-fluorenylmethoxycarbonyl)-o-tert-butyl-d-serine;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-O-T-BUTYL-D-SERINE
• CAS NO: 128107-47-1
• Molecular Formula: C₂₂H₂₅NO₅
• Molecular Weight: 383.44
• EINECS: 1533716-785-6
• Product Categories: Amino Acids;Serine [Ser, S];Fmoc-Amino Acids and Derivatives;Fmoc-Amino acid series
• Mol File: 128107-47-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 131℃
• Boiling Point: 578.6 °C at 760 mmHg
• Flash Point: 303.7 °C
• Appearance: /
• Density: 1.216 g/cm³
• Vapor Pressure: 3.16E-14mmHg at 25°C
• Refractive Index: 1.575
• Storage Temp.: 2-8°C
• PKA: 3.44±0.10(Predicted)
• BRN: 5309984
• CAS DataBase Reference: Fmoc-O-tert-butyl-D-serine(CAS DataBase Reference)
• NIST Chemistry Reference: Fmoc-O-tert-butyl-D-serine(128107-47-1)
• EPA Substance Registry System: Fmoc-O-tert-butyl-D-serine(128107-47-1)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 128107-47-1(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

Fmoc-D-Ser(tBu)-OH, is an amino acid derivative used in chemical synthesis and peptide chemistry.

InChI:InChI=1/C22H25NO5/c1-22(2,3)28-13-19(20(24)25)23-21(26)27-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,23,26)(H,24,25)/t19-/m1/s1

Upstream product

• 17083-26-0 O-tert-butyl-L-serine methyl ester 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 

Downstream Products

• 912941-35-6 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 
• 913239-33-5 [(N-benzoyl-O-tert-butyl)-D-seryl]-L-alanine 
• 1201905-11-4 cyclo(DPGNYIsSR) 
• 1201904-91-7 cyclo(NYIsSR) 
• 713122-17-9 (Z)-D-Ser{Fmoc-D-Ser[Boc-L-Ala-L-Cys(Acm)-L-Val]-L-Ala-L-Cys(Acm)-L-Val}-OTce 
• 713122-18-0 (Z)-D-Ser{Fmoc-D-Ser[Boc-L-Ala-L-Cys(Acm)-L-Val]-L-Ala-L-Cys(Acm)-L-Val}-OH 
• 713122-19-1 C₅₆H₇₂N₈O₁₇S₂ 
• 713122-20-4 [(1R,4S,7R,11S,14R,17S,20R,24S)-20-(9H-Fluoren-9-ylmethoxycarbonylamino)-11,24-diisopropyl-4,17-dimethyl-3,6,10,13,16,19,23,26-octaoxo-9,22-dioxa-28,29-dithia-2,5,12,15,18,25-hexaaza-bicyclo[12.12.4]triacont-7-yl]-carbamic acid benzyl ester 
• 256666-30-5 2-(3-tert-butoxy-2-phenylmethanesulfonylamino-propionylamino)-propionic acid 
• 913239-42-6 [(N-m-methylbenzoyl-O-tert-butyl)-D-seryl]-L-alanine 

Relevant articles and documents

Preparation method of fmoc-O-tert-butyl-L-serine

The invention discloses a preparation method of fmoc-O-tert-butyl-L-serine. The method comprises the steps that 1, L-serine and a methanol solution are added into a reaction container, and under stirring, SOCl2 is added dropwise for reflux reaction to obtain L-serine methyl ester hydrochloride; 2, the L-serine methyl ester hydrochloride is added into tert-butyl acetate, and a catalyst is added forreaction to obtain O-tert-butyl-L-serine methyl ester; 3, the O-tert-butyl-L-serine methyl ester is added into alkaline liquid for saponification reaction to obtain an O-tert-butyl-L-serine aqueous solution; 4, an organic solvent and NaCO3 are added into O-tert-butyl-L-serine, then fmoc n-hydroxysuccinimide este is added to adjust a pH value to be 8-10, and extraction separation is conducted to obtain the fmoc-O-tert-butyl-L-serine. In the preparation method, the L-serine, methanol and SOCl2 are adopted as raw materials, and through the reflux reaction, the L-serine methyl ester hydrochlorideis prepared; the reaction is carried out in liquid phases respectively, and is safe and pollution-free.