(E)-(1R,4R,5R)-4,5-Bis-benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-1-[(2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-yl]-hept-2-en-1-ol

Base Information

• Chemical Name: (E)-(1R,4R,5R)-4,5-Bis-benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-1-[(2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-yl]-hept-2-en-1-ol
• CAS No.: 103793-65-3
• Molecular Formula: C₆₉H₈₀O₁₀Si
• Molecular Weight: 1097.47

Synonyms:

Chemical Property of (E)-(1R,4R,5R)-4,5-Bis-benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-1-[(2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-yl]-hept-2-en-1-ol

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Technology Process of (E)-(1R,4R,5R)-4,5-Bis-benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-1-[(2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-yl]-hept-2-en-1-ol

There total 12 articles about (E)-(1R,4R,5R)-4,5-Bis-benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-1-[(2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-yl]-hept-2-en-1-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:

((E)-(3R,4R)-3,4-Bis-benzyloxy-6-iodo-hex-5-enyloxy)-tert-butyl-diphenyl-silane (103793-66-4,103793-64-2) + (2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-carbaldehyde (103793-63-1) → (E)-(1S,4R,5R)-4,5-Bis-benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-1-[(2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-yl]-hept-2-en-1-ol (103793-65-3,103881-82-9,103881-84-1,103881-85-2) + (E)-(1R,4R,5R)-4,5-Bis-benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-1-[(2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-yl]-hept-2-en-1-ol (103793-65-3,103881-82-9,103881-84-1,103881-85-2)

Guidance literature:

With chromium dichloride; nickel dichloride; In dimethyl sulfoxide; for 20h; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1021/ja00278a057

Reference yield:

((E)-(3R,4R)-3,4-Bis-benzyloxy-6-iodo-hex-5-enyloxy)-tert-butyl-diphenyl-silane (103793-66-4,103793-64-2) + (2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-carbaldehyde (103793-63-1) → (E)-(1S,4R,5R)-4,5-Bis-benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-1-[(2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-yl]-hept-2-en-1-ol (103793-65-3,103881-82-9,103881-84-1,103881-85-2) + (E)-(1R,4R,5R)-4,5-Bis-benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-1-[(2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-yl]-hept-2-en-1-ol (103793-65-3,103881-82-9,103881-84-1,103881-85-2)

Guidance literature:

With chromium dichloride; nickel dichloride; In dimethyl sulfoxide; for 20h; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1021/ja00278a057

Reference yield:

(2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-carbaldehyde (103793-63-1) + ((Z)-(3R,4R)-3,4-Bis-benzyloxy-6-iodo-hex-5-enyloxy)-tert-butyl-diphenyl-silane (103793-64-2,103793-66-4) → (Z)-(1S,4R,5R)-4,5-Bis-benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-1-[(2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-yl]-hept-2-en-1-ol (103793-65-3,103881-82-9,103881-84-1,103881-85-2) + (Z)-(1R,4R,5R)-4,5-Bis-benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-1-[(2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-yl]-hept-2-en-1-ol (103793-65-3,103881-82-9,103881-84-1,103881-85-2)

Guidance literature:

With chromium dichloride; nickel dichloride; In dimethyl sulfoxide; for 20h; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1021/ja00278a057

upstream raw materials:

(2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-carbaldehyde

((Z)-(3R,4R)-3,4-Bis-benzyloxy-6-iodo-hex-5-enyloxy)-tert-butyl-diphenyl-silane

C₃₃H₄₀O₇

((E)-(3R,4R)-3,4-Bis-benzyloxy-6-iodo-hex-5-enyloxy)-tert-butyl-diphenyl-silane

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