phenyl 2,3-di-O-benzyl-4,6-O-di-tert-butylsilylene-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: phenyl 2,3-di-O-benzyl-4,6-O-di-tert-butylsilylene-1-thio-β-D-galactopyranoside
• CAS No.: 911815-94-6
• Molecular Formula: C₃₄H₄₄O₅SSi
• Molecular Weight: 592.872

Synonyms:phenyl 2,3-di-O-benzyl-4,6-O-di-tert-butylsilylene-1-thio-β-D-galactopyranoside

Chemical Property of phenyl 2,3-di-O-benzyl-4,6-O-di-tert-butylsilylene-1-thio-β-D-galactopyranoside

Chemical Property:

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Technology Process of phenyl 2,3-di-O-benzyl-4,6-O-di-tert-butylsilylene-1-thio-β-D-galactopyranoside

There total 2 articles about phenyl 2,3-di-O-benzyl-4,6-O-di-tert-butylsilylene-1-thio-β-D-galactopyranoside 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: 85.7%

di-tert-butylsilyl bis(trifluoromethanesulfonate) (85272-31-7) + phenyl 2,3-di-O-benzyl-1-thio-β-D-galactopyranoside (231623-55-5) → phenyl 2,3-di-O-benzyl-4,6-O-di-tert-butylsilylene-1-thio-β-D-galactopyranoside (911815-94-6)

Guidance literature:

In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;

DOI:10.1016/j.tetlet.2006.06.181

Reference yield: 56.0%

C20H32O5SSi + benzyl bromide (100-39-0) → phenyl 2,3-di-O-benzyl-4,6-O-di-tert-butylsilylene-1-thio-β-D-galactopyranoside (911815-94-6)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 0 ℃;

DOI:10.1002/ejoc.201801461

Reference yield: 98.0%

phenyl 2,3-di-O-benzyl-4,6-O-di-tert-butylsilylene-1-thio-β-D-galactopyranoside (911815-94-6) + phenyl 2,3,4-tri-O-benzoyl-1-thio-β-D-galactopyranoside (139608-11-0) → C61H66O13SSi (911816-00-7)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2006.06.181

upstream raw materials:

di-tert-butylsilyl bis(trifluoromethanesulfonate)

phenyl 2,3-di-O-benzyl-1-thio-β-D-galactopyranoside

benzyl bromide

Downstream raw materials:

C₆₁H₆₆O₁₃SSi

2-(trimethylsilyl)ethyl 2,3-di-O-benzyl-4,6-O-di-tert-butylsilylene-α-D-galactopyranosyl-(1->6)-2,3-di-O-benzoyl-α-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside

2-(trimethylsilyl)ethyl 2,3-di-O-benzyl-4,6-O-di-tert-butylsilylene-α-D-galactopyranosyl-(1->4)-2,3-di-O-benzoyl-α-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside

C₁₃₅H₁₅₂O₃₄Si₃

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