C₆₃H₆₆⁽²⁾H₂O₁₀

Base Information

• Chemical Name: C₆₃H₆₆⁽²⁾H₂O₁₀
• CAS No.: 139195-40-7
• Molecular Formula: C₆₃H₆₈O₁₀
• Molecular Weight: 987.211
• Mol file: 139195-40-7.mol

Synonyms:

Chemical Property of C₆₃H₆₆⁽²⁾H₂O₁₀

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₆₃H₆₆⁽²⁾H₂O₁₀

There total 13 articles about C₆₃H₆₆⁽²⁾H₂O₁₀ 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:

(2R,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-((Z)-2-iodo-vinyl)-tetrahydro-pyran (110316-55-7) → C63H66(2)H2O10 (139195-40-7,139242-08-3)

Guidance literature:

Multi-step reaction with 7 steps

1: NiCl₂, CrCl₂ / dimethylsulfoxide / Ambient temperature

2: D₂ / Pt/Al₂O₃ / ethyl acetate / Ambient temperature

3: pyridinium p-toluenesulfonate (PPTS) / CH₂Cl₂ / Ambient temperature

4: (n-Bu)4NF / tetrahydrofuran / Ambient temperature

5: 1.) oxalyl chloride, DMSO, 2.) Et₃N

6: p-toluenesulfonic acid (p-TSA) / tetrahydrofuran; H₂O / Ambient temperature

7: 1.) NaH / 1.) THF, RT, 2.) THF, RT

With chromium dichloride; oxalyl dichloride; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; deuterium; nickel dichloride; Pt/Al₂O₃; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; ethyl acetate;

DOI:10.1021/jo00230a039

Reference yield:

(Z)-(3R,4R,5R,6S)-4,5,6-Tris-benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-1-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-hept-1-en-3-ol (110316-57-9) → C63H66(2)H2O10 (139195-40-7,139242-08-3)

Guidance literature:

Multi-step reaction with 6 steps

1: D₂ / Pt/Al₂O₃ / ethyl acetate / Ambient temperature

2: pyridinium p-toluenesulfonate (PPTS) / CH₂Cl₂ / Ambient temperature

3: (n-Bu)4NF / tetrahydrofuran / Ambient temperature

4: 1.) oxalyl chloride, DMSO, 2.) Et₃N

5: p-toluenesulfonic acid (p-TSA) / tetrahydrofuran; H₂O / Ambient temperature

6: 1.) NaH / 1.) THF, RT, 2.) THF, RT

With oxalyl dichloride; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; deuterium; Pt/Al₂O₃; In tetrahydrofuran; dichloromethane; water; ethyl acetate;

DOI:10.1021/jo00230a039

Reference yield:

2,3,4,6-Tetra-O-benzyl 1-O-p-nitrobenzoyl D-glucopyranoside (54423-54-0) → C63H66(2)H2O10 (139195-40-7,139242-08-3)

Guidance literature:

Multi-step reaction with 8 steps

2: NiCl₂, CrCl₂ / dimethylsulfoxide / Ambient temperature

3: D₂ / Pt/Al₂O₃ / ethyl acetate / Ambient temperature

4: pyridinium p-toluenesulfonate (PPTS) / CH₂Cl₂ / Ambient temperature

5: (n-Bu)4NF / tetrahydrofuran / Ambient temperature

6: 1.) oxalyl chloride, DMSO, 2.) Et₃N

7: p-toluenesulfonic acid (p-TSA) / tetrahydrofuran; H₂O / Ambient temperature

8: 1.) NaH / 1.) THF, RT, 2.) THF, RT

With chromium dichloride; oxalyl dichloride; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; deuterium; nickel dichloride; Pt/Al₂O₃; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; ethyl acetate;

DOI:10.1021/jo00230a039

upstream raw materials:

methyl iodide

(2R,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-((Z)-2-iodo-vinyl)-tetrahydro-pyran

C₆₇H₇₄⁽²⁾H₂O₁₁

(Z)-(3R,4R,5R,6S)-4,5,6-Tris-benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-1-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-hept-1-en-3-ol