benzyl (phenyl 3-O-benzyl-2,4-O-di-tert-butylsilylene-1-thio-β-D-glucopyranoside)uronate

Base Information

Chemical Name:benzyl (phenyl 3-O-benzyl-2,4-O-di-tert-butylsilylene-1-thio-β-D-glucopyranoside)uronate
CAS No.:1607445-15-7
Molecular Formula:C₃₄H₄₂O₆SSi
Molecular Weight:606.855
Hs Code.:

Synonyms:benzyl (phenyl 3-O-benzyl-2,4-O-di-tert-butylsilylene-1-thio-β-D-glucopyranoside)uronate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of benzyl (phenyl 3-O-benzyl-2,4-O-di-tert-butylsilylene-1-thio-β-D-glucopyranoside)uronate

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Technology Process of benzyl (phenyl 3-O-benzyl-2,4-O-di-tert-butylsilylene-1-thio-β-D-glucopyranoside)uronate

There total 2 articles about benzyl (phenyl 3-O-benzyl-2,4-O-di-tert-butylsilylene-1-thio-β-D-glucopyranoside)uronate 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: 45.0%

: 1607445-10-2
benzyl (phenyl 3-O-benzyl-1-thio-β-D-glucopyranoside)uronate

: 85272-31-7
di-tert-butylsilyl bis(trifluoromethanesulfonate)

: 1607445-15-7
benzyl (phenyl 3-O-benzyl-2,4-O-di-tert-butylsilylene-1-thio-β-D-glucopyranoside)uronate

Guidance literature:: With 2,6-dimethylpyridine; In 1,2-dichloro-ethane; at 20 ℃; for 72h; Inert atmosphere;
DOI:10.1016/j.carres.2014.01.022

Reference yield:

: 189144-54-5
phenyl 3-O-benzyl-1-thio-β-D-glucopyranoside

: 1607445-15-7
benzyl (phenyl 3-O-benzyl-2,4-O-di-tert-butylsilylene-1-thio-β-D-glucopyranoside)uronate

Guidance literature:: Multi-step reaction with 3 steps

1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 2 h

2: caesium carbonate / N,N-dimethyl-formamide / 20 °C

3: 2,6-dimethylpyridine / 1,2-dichloro-ethane / 72 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; caesium carbonate; In dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2014.01.022

Reference yield: 67.0%

: 1607445-07-7
ethyl 6-O-acetyl-4-O-benzyl-3-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside

: 1607445-15-7
benzyl (phenyl 3-O-benzyl-2,4-O-di-tert-butylsilylene-1-thio-β-D-glucopyranoside)uronate

: 1607445-16-8
ethyl [benzyl (3-O-benzyl-2,4-O-di-tert-butylsilylene-β-D-glucopyranosyl)uronate]-(1→2)-6-O-acetyl-4-O-benzyl-3-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside

Guidance literature:: benzyl (phenyl 3-O-benzyl-2,4-O-di-tert-butylsilylene-1-thio-β-D-glucopyranoside)uronate; With Thiobenzophenon; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; toluene; at -60 ℃; for 0.333333h; Molecular sieve;

ethyl 6-O-acetyl-4-O-benzyl-3-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside; With trifluoromethylsulfonic anhydride; In dichloromethane; toluene; at -60 - 0 ℃; for 2.16h; Molecular sieve;
DOI:10.1016/j.carres.2014.01.022