N-tert-butoxycarbonyl-S-[3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homocysteinyl-L-alanine benzyl ester

Base Information

Chemical Name:N-tert-butoxycarbonyl-S-[3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homocysteinyl-L-alanine benzyl ester
CAS No.:613244-60-3
Molecular Formula:C₃₄H₄₆Cl₃N₃O₁₄S
Molecular Weight:859.176
Hs Code.:

N-tert-butoxycarbonyl-S-[3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homocysteinyl-L-alanine benzyl ester

Synonyms:N-tert-butoxycarbonyl-S-[3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homocysteinyl-L-alanine benzyl ester

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Chemical Property of N-tert-butoxycarbonyl-S-[3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homocysteinyl-L-alanine benzyl ester

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Technology Process of N-tert-butoxycarbonyl-S-[3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homocysteinyl-L-alanine benzyl ester

There total 4 articles about N-tert-butoxycarbonyl-S-[3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homocysteinyl-L-alanine benzyl ester 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: 90.0%

: 67124-60-1
3,4,6-Tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl bromide

: 613244-82-9
Boc-Hcy-Ala-OBn

: 613244-60-3
N-tert-butoxycarbonyl-S-[3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homocysteinyl-L-alanine benzyl ester

Guidance literature:: With tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; In ethyl acetate; at 20 ℃; for 8h;
DOI:10.1055/s-2003-39405

Reference yield:

: 5557-81-3,5557-83-5,34404-37-0
L-alanine benzyl ester hydrochloride

: 613244-60-3
N-tert-butoxycarbonyl-S-[3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homocysteinyl-L-alanine benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / PyBOP; DIPEA / dimethylformamide

2: 98 percent / PBu₃ / CHCl₃; aq. methanol

3: 90 percent / aq. Na₂CO₃; TBAHS / ethyl acetate

With tributylphosphine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; N-ethyl-N,N-diisopropylamine; In methanol; chloroform; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1039/b311583f

Reference yield:

: 130981-51-0
(2S,2'S)-4,4'-disulfanediylbis(2-(tert-butoxycarbonyl)amino)butanoic acid

: 613244-60-3
N-tert-butoxycarbonyl-S-[3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homocysteinyl-L-alanine benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / PyBOP; DIPEA / dimethylformamide

2: 98 percent / PBu₃ / CHCl₃; aq. methanol

3: 90 percent / aq. Na₂CO₃; TBAHS / ethyl acetate

With tributylphosphine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; N-ethyl-N,N-diisopropylamine; In methanol; chloroform; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1039/b311583f