Boc-tyr(bzl)-OL

Base Information

• Chemical Name: Boc-tyr(bzl)-OL
• CAS No.: 66605-58-1
• Molecular Formula: C21H27 N O4
• Molecular Weight: 357.45
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID60427138
• Nikkaji Number: J2.241.904H
• Wikidata: Q82239858
• Mol file: 66605-58-1.mol

Synonyms:BOC-TYR(BZL)-OL;66605-58-1;(S)-tert-butyl (1-(4-(benzyloxy)phenyl)-3-hydroxypropan-2-yl)carbamate;tert-butyl N-[(2S)-1-hydroxy-3-(4-phenylmethoxyphenyl)propan-2-yl]carbamate;N-alpha-t-Butyloxycarbonyl-O-benzyl-L-tyrosinol;tert-Butyl (S)-(1-(4-(benzyloxy)phenyl)-3-hydroxypropan-2-yl)carbamate;Boc-L-Tyr(Bzl)-ol;SCHEMBL272406;DTXSID60427138;FOMAWYQEBPYJJU-SFHVURJKSA-N;N-Boc-(p-benzyloxyphenylalaninol);MFCD00235956;VT1019;(s)-n-boc-(p-benzyloxyphenylalaninol);AKOS027328095;DS-12039;CS-0102971;A917815;Boc-(S)-2-amino-3-[4-(phenylmethoxy)phenyl]-1-propanol;(S)-2-(tert-Butoxycarbonylamino)-3-[4-(benzyloxy)phenyl]-1-propanol;(S)-tert-butyl 1-(4-(benzyloxy)phenyl)-3-hydroxypropan-2-ylcarbamate;Carbamic acid,N-[(1S)-1-(hydroxymethyl)-2-[4-(phenylmethoxy)phenyl]ethyl]-,1,1-dimethylethyl ester

Chemical Property of Boc-tyr(bzl)-OL

Chemical Property:

• Melting Point: 103-105 °C
• Boiling Point: 536.1±50.0 °C(Predicted)
• PKA: 11.91±0.46(Predicted)
• PSA: 67.79000
• Density: 1.130±0.06 g/cm3(Predicted)
• LogP: 4.08460
• Storage Temp.: 2-8°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 357.19400834
• Heavy Atom Count: 26
• Complexity: 407

Purity/Quality:

97% ^*data from raw suppliers

Boc-O-benzyl-L-tyrosinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=C(C=C1)OCC2=CC=CC=C2)CO
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CC=C(C=C1)OCC2=CC=CC=C2)CO

Technology Process of Boc-tyr(bzl)-OL

There total 21 articles about Boc-tyr(bzl)-OL 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: 99.0%

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine (2130-96-3,54784-43-9) → O-benzyl N-Boc-L-tyrosinol (66605-58-1)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 - 20 ℃; for 4.33333h; Inert atmosphere;

DOI:10.1021/acs.joc.0c02434

Reference yield: 96.0%

N-tert-butoxycarbonyl-O-benzyl-(S)-tyrosine methyl ester (27513-44-6) → O-benzyl N-Boc-L-tyrosinol (66605-58-1)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; at 20 - 50 ℃; for 2.33333h; Cooling with ice;

DOI:10.1016/j.tetasy.2017.10.029

Reference yield: 91.0%

(S)-3-(4-benzyloxyphenyl)-2-(tert-butoxycarbonylamino)propionic acid benzyl ester (92515-43-0) → O-benzyl N-Boc-L-tyrosinol (66605-58-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 1.75h; Inert atmosphere;

DOI:10.1016/j.tetlet.2017.04.026

upstream raw materials:

N-tert-butoxycarbonyl-O-benzyl-(S)-tyrosine methyl ester

C₂₆H₃₃NO₇

Boc-Tyr(OBz)-NCA

(S)-3-(4-benzyloxyphenyl)-2-(tert-butoxycarbonylamino)propionic acid benzyl ester

Downstream raw materials:

O-benzyl-N-(tert-butoxycarbonyl)-L-tyrosinal

(S)-2-<(tert-butoxycarbonyl)amino>-3-<4-(benzyloxy)phenyl>propyl ethanethioate

(S)-2-(N-t-butoxycarbonylamino)-3-(4'-benzyloxyphenyl)-iodopropane

(S)-2-amino-3-(4-benzyloxyphenyl)-1-propanol