Boc-Gly-Ser(OBn)-NHCH₃

Base Information

• Chemical Name: Boc-Gly-Ser(OBn)-NHCH₃
• CAS No.: 123621-80-7
• Molecular Formula: C₁₈H₂₇N₃O₅
• Molecular Weight: 365.429
• Mol file: 123621-80-7.mol

Synonyms:Boc-Gly-Ser(OBn)-NHCH₃

Chemical Property of Boc-Gly-Ser(OBn)-NHCH₃

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Boc-Gly-Ser(OBn)-NHCH₃

There total 4 articles about Boc-Gly-Ser(OBn)-NHCH₃ 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:

BOC-O-benzyl-L-serine (23680-31-1) → Boc-Gly-Ser(OBn)-NHCH3 (123621-80-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / isobutyl chloroformate, 4-ethylmorpholine

2: TFA, Et₃N / CH₂Cl₂

3: isobutyl chloroformate, 4-ethylmorpholine

With N-ethylmorpholine;; triethylamine; trifluoroacetic acid; isobutyl chloroformate; In dichloromethane;

DOI:10.1021/ja00207a019

Reference yield:

O-benzyl-N-(t-butoxycarbonyl)serine methylamide (90013-41-5) → Boc-Gly-Ser(OBn)-NHCH3 (123621-80-7)

Guidance literature:

Multi-step reaction with 2 steps

1: TFA, Et₃N / CH₂Cl₂

2: isobutyl chloroformate, 4-ethylmorpholine

With N-ethylmorpholine;; triethylamine; trifluoroacetic acid; isobutyl chloroformate; In dichloromethane;

DOI:10.1021/ja00207a019

Reference yield:

BOC-glycine (4530-20-5) + (S)-2-Amino-3-benzyloxy-N-methyl-propionamide; compound with trifluoro-acetic acid → Boc-Gly-Ser(OBn)-NHCH3 (123621-80-7)

Guidance literature:

With 4-methyl-morpholine; triethylamine; isobutyl chloroformate; In tetrahydrofuran; at -10 ℃; for 2h; Yield given;

DOI:10.1021/jo00066a026

upstream raw materials:

BOC-glycine

(S)-2-Amino-3-benzyloxy-N-methyl-propionamide

BOC-O-benzyl-L-serine

O-benzyl-N-(t-butoxycarbonyl)serine methylamide

Downstream raw materials:

Boc-Thr(OBn)-Gly-Ser(OBn)-NHCH₃

Boc-Ser(OBn)-Gly-Ser(OBn)-NHCH₃

[(5S,11S,12R)-2-(4-Chloro-benzyloxy)-12-methyl-5-methylcarbamoyl-2,7,10-trioxo-1,3-dioxa-6,9-diaza-2λ⁵-phospha-cyclododec-11-yl]-carbamic acid tert-butyl ester

Refernces

• 1、 Oijen, Anita H.,Behrens, Stefan,Mierke, Dale F.,Kessler, Horst,Boom, Jacques H. van,Liskamp, Rob M. J.. "Synthesis and Structure of Cyclic Phosphopeptides Containing a Phosphodiester Linkage". . p. 3722 - 3730. Retrieved 2007/10/02.