(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

Base Information

• Chemical Name: (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
• CAS No.: 110316-57-9
• Molecular Formula: C₆₈H₈₀O₁₀Si
• Molecular Weight: 1085.46
• Mol file: 110316-57-9.mol

Synonyms:(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

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (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

There total 2 articles about (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 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:

2,3,4,6-Tetra-O-benzyl 1-O-p-nitrobenzoyl D-glucopyranoside (54423-54-0) → (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)

Guidance literature:

Multi-step reaction with 2 steps

2: NiCl₂, CrCl₂ / dimethylsulfoxide / Ambient temperature

With chromium dichloride; nickel dichloride; In dimethyl sulfoxide;

DOI:10.1021/jo00230a039

Reference yield:

(2R,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-((Z)-2-iodo-vinyl)-tetrahydro-pyran (110316-55-7) + (2S,3R,4S)-2,3,4-tris(benzyloxy)-5-{[tert-butyl(dimethyl)silyl]oxy}pentanal (110316-56-8) → (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)

Guidance literature:

With chromium dichloride; nickel dichloride; In dimethyl sulfoxide; Ambient temperature;

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) → (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)-heptan-3-ol (110316-58-0)

Guidance literature:

With hydrogen; Pt/Al₂O₃; In ethyl acetate; Ambient temperature;

DOI:10.1021/jo00230a039

upstream raw materials:

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

(2S,3R,4S)-2,3,4-tris(benzyloxy)-5-{[tert-butyl(dimethyl)silyl]oxy}pentanal

2,3,4,6-Tetra-O-benzyl 1-O-p-nitrobenzoyl D-glucopyranoside

Downstream raw materials:

(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)-heptan-3-ol

C₆₈H₈₀⁽²⁾H₂O₁₀Si

(2S,3R,4R,5R)-2,3,4-Tris-benzyloxy-5-(tetrahydro-pyran-2-yloxy)-7-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-heptan-1-ol

C₆₇H₇₄⁽²⁾H₂O₁₁