Boc-Thr(Bzl)-OSu

Base Information

• Chemical Name: Boc-Thr(Bzl)-OSu
• CAS No.: 32886-43-4
• Molecular Formula: C20H26 N2 O7
• Molecular Weight: 406.43
• European Community (EC) Number: 685-357-6
• Nikkaji Number: J2.856.012E
• Mol file: 32886-43-4.mol

Synonyms:Boc-Thr(Bzl)-OSu;32886-43-4;Boc-Threonine(BZL)-OSU;(2S,3R)-2,5-Dioxopyrrolidin-1-yl 3-(benzyloxy)-2-((tert-butoxycarbonyl)amino)butanoate;Boc-O-benzyl-L-threonine hydroxysuccinimide ester;SCHEMBL9636231;SNEHQGZSMYSVFT-DYVFJYSZSA-N;MFCD00037905;AKOS024386373;J-018914;(2S,3R)-2,5-dioxopyrrolidin-1-yl 3-(benzyloxy)-2-(tert-butoxycarbonylamino)butanoate;N-alpha-t-Butyloxycarbonyl-O-benZyl-L-threonine succinimidyl ester (Boc-L-Thr(BZl)-OSu)

Chemical Property of Boc-Thr(Bzl)-OSu

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 111.24000
• Density: 1.26g/cm³
• LogP: 2.42100
• Storage Temp.: −20°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 10
• Exact Mass: 406.17400117
• Heavy Atom Count: 29
• Complexity: 607

Purity/Quality:

97% ^*data from raw suppliers

Boc-O-benzyl-L-threonine N-hydroxysuccinimide ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C(C(=O)ON1C(=O)CCC1=O)NC(=O)OC(C)(C)C)OCC2=CC=CC=C2
• Isomeric SMILES: C[C@H]([C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OC(C)(C)C)OCC2=CC=CC=C2

Technology Process of Boc-Thr(Bzl)-OSu

There total 2 articles about Boc-Thr(Bzl)-OSu 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: 55.0%

di(succinimido) carbonate (74124-79-1) + N-(t-Butyloxycarbonyl)-O-(phenylmethyl)-L-threonine (15260-10-3) → Boc-Thr(Bzl)-ONSu (32886-43-4)

Guidance literature:

With dmap; In neat (no solvent); for 1h; Milling;

DOI:10.1021/jo500463y

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + N-Boc-O-benzyl-L-threonine (15260-10-3) → BOC-O-benzyl-L-threonine N-hydroxysuccinimide ester (32886-43-4)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ja5033277

Reference yield: 98.0%

BOC-O-benzyl-L-threonine N-hydroxysuccinimide ester (32886-43-4) + malonic acid dimethyl ester (108-59-8) → methyl (3S,4R)-5-benzyloxy-4-tert-butoxycarbonylamino-2-methoxycarbonyl-3-oxohexanoate (1257841-36-3)

Guidance literature:

malonic acid dimethyl ester; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

BOC-O-benzyl-L-threonine N-hydroxysuccinimide ester; In tetrahydrofuran; mineral oil; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/ejoc.201000700

upstream raw materials:

di(succinimido) carbonate

N-(t-Butyloxycarbonyl)-O-(phenylmethyl)-L-threonine

1-hydroxy-pyrrolidine-2,5-dione

N-Boc-O-benzyl-L-threonine

Downstream raw materials:

C₆₄H₈₇N₉O₁₄S

((2S,3R)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyrylamino)-acetic acid benzyl ester

[(2S,3R)-3-Benzyloxy-2-((2S,3R)-3-benzyloxy-2-tert-butoxycarbonylamino-butyrylamino)-butyrylamino]-acetic acid benzyl ester

Boc-Thr(Bzl)-Ser(Bzl)-Glu(OBzl)-Ser(Bzl)-OBzl