N-(tert-butoxycarbonyl)-D-seryl-L-glutamic acid 1-methyl 5-benzyl diester

Base Information

• Chemical Name: N-(tert-butoxycarbonyl)-D-seryl-L-glutamic acid 1-methyl 5-benzyl diester
• CAS No.: 216309-89-6
• Molecular Formula: C₂₁H₃₀N₂O₈
• Molecular Weight: 438.478
• Mol file: 216309-89-6.mol

Synonyms:N-(tert-butoxycarbonyl)-D-seryl-L-glutamic acid 1-methyl 5-benzyl diester

Chemical Property of N-(tert-butoxycarbonyl)-D-seryl-L-glutamic acid 1-methyl 5-benzyl diester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of N-(tert-butoxycarbonyl)-D-seryl-L-glutamic acid 1-methyl 5-benzyl diester

There total 1 articles about N-(tert-butoxycarbonyl)-D-seryl-L-glutamic acid 1-methyl 5-benzyl diester 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:

Nα-tert-butyloxycarbonyl-γ-benzyloxycarbonyl-L-glutamic acid methyl ester (59279-58-2) → N-(tert-butoxycarbonyl)-D-seryl-L-glutamic acid 1-methyl 5-benzyl diester (216309-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl / dioxane / 0.5 h / Ambient temperature

2: Et₃N, WSC, HOBt / dimethylformamide / 18 h / Ambient temperature

With hydrogenchloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/jm980267x

Reference yield:

2,3,4-tri-O-benzyl-L-fucopyranosyl fluoride (127061-08-9) + N-(tert-butoxycarbonyl)-D-seryl-L-glutamic acid 1-methyl 5-benzyl diester (216309-89-6) → -L-glutamic acid 1-methyl 5-benzyl diester (1053423-71-4)

Guidance literature:

With 4 A molecular sieve; silver trifluoromethanesulfonate; tetramethylurea; tin(ll) chloride; In chloroform; at -40 - 20 ℃; for 21h;

DOI:10.1021/jm980267x

Reference yield:

N-(tert-butoxycarbonyl)-D-seryl-L-glutamic acid 1-methyl 5-benzyl diester (216309-89-6) → (S)-2-[(R)-2-Amino-3-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propionylamino]-pentanedioic acid 5-benzyl ester 1-methyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: molecular sieves 4 Angstroem, AgOTf, SnCl₂, TMU / CHCl₃ / 21 h / -40 - 20 °C

2: TFA / CH₂Cl₂ / 2 h / Ambient temperature

With 4 A molecular sieve; silver trifluoromethanesulfonate; trifluoroacetic acid; tetramethylurea; tin(ll) chloride; In dichloromethane; chloroform;

DOI:10.1021/jm980267x

upstream raw materials:

N^α-tert-butyloxycarbonyl-γ-benzyloxycarbonyl-L-glutamic acid methyl ester

Downstream raw materials:

-L-glutamic acid 1-methyl 5-benzyl diester

-L-glutamic acid 1-methyl 5-benzyl diester