BOC-N-ME-D-TYR-OH DCHA

Base Information

• Chemical Name: BOC-N-ME-D-TYR-OH DCHA
• CAS No.: 178208-61-2
• Molecular Formula: C15H21 N O5
• Molecular Weight: 295.335
• Mol file: 178208-61-2.mol

Synonyms:BOC-N-ME-D-TYR-OH DCHA;BOC-N-ME-D-TYROSINE DCHA;BOC-N-METHYL-D-TYROSINE DICYCLOHEXYLAMMONIUM SALT;BOC-D-METYR-OH DCHA;N-ALPHA-T-BUTOXYCARBONYL-N-METHYL-D-TYROSINE DICYCLOHEXYLAMMONIUM SALT;N-ALPHA-(T-BUTYLOXYCARBONYL)-N-ALPHA-METHYL-D-TYROSINE DICYCLOHEXYLAMINE

Chemical Property of BOC-N-ME-D-TYR-OH DCHA

Chemical Property:

• PSA: 99.10000
• LogP: 5.88710
• Storage Temp.: Store at RT.

Purity/Quality:

98% ^*data from raw suppliers

Boc-N-Me-D-Tyr-OH·DCHA ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-N-ME-D-TYR-OH DCHA

There total 5 articles about BOC-N-ME-D-TYR-OH DCHA 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: 73.0%

benzyl 3-[4-(benzyloxy)phenyl]-(2R)-2-{[(tert-butoxy)carbonyl](methyl)amino}propanoate → (2R)-2-{[(tert-butoxy)carbonyl](methyl)amino}-3-(4-hydroxyphenyl)propanoic acid (178208-61-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 6h; under 1551.49 Torr;

Reference yield:

(R)-3-(4-Benzyloxy-phenyl)-2-(tert-butoxycarbonyl-methyl-amino)-propionic acid (138774-98-8) → (2R)-2-{[(tert-butoxy)carbonyl](methyl)amino}-3-(4-hydroxyphenyl)propanoic acid (178208-61-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 25 ℃; Yield given;

DOI:10.1021/jo9604144

Reference yield:

(R)-3-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid (63769-58-4,54784-43-9) → (2R)-2-{[(tert-butoxy)carbonyl](methyl)amino}-3-(4-hydroxyphenyl)propanoic acid (178208-61-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / tetrahydrofuran; dimethylformamide / 10 h / 0 - 25 °C

2: H₂ / Pd-C / methanol / 25 °C

With hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo9604144

upstream raw materials:

(R)-3-(4-Benzyloxy-phenyl)-2-(tert-butoxycarbonyl-methyl-amino)-propionic acid

(R)-3-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid

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

Downstream raw materials:

3-fluoro-4-nitro-N-[N-(tert-butyloxycarbonyl)-N-methyl-D-tyrosyl]-L-phenylalanine methyl ester

3-fluoro-4-nitro-N-[N-(tert-butyloxycarbonyl)-N-methyl-D-tyrosyl]-D-phenylalanine methyl ester

(R)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester

Refernces

• 1、 -. "Conjugates of Cell Binding Molecules with Cytotoxic Agents". Paragraph 0275; 0276. . Retrieved 2017/11/06.
• 2、 Boger, Dale L.,Zhou, Jiacheng. "Alternative synthesis of the cycloisodityrosine subunit of deoxybouvardin, RA-VII, and related agents: Reassignment of the stereochemistry of prior intermediates". . p. 3938 - 3939. Retrieved 2007/10/03.