1-L-(2'S,2''S, 6'S, 6''S)-1,4-Di-O-(tert-butyldiphenylsilyl)-2,3-O-cyclohexylidene-5,6-O-(6',6''-diphenyl-3',3'',4',4'',5',5'',6',6''-octahydro-2',2''-bi(2H-pyran-2',2''-diyl))-myo-inositol

Base Information

• Chemical Name: 1-L-(2'S,2''S, 6'S, 6''S)-1,4-Di-O-(tert-butyldiphenylsilyl)-2,3-O-cyclohexylidene-5,6-O-(6',6''-diphenyl-3',3'',4',4'',5',5'',6',6''-octahydro-2',2''-bi(2H-pyran-2',2''-diyl))-myo-inositol
• CAS No.: 189334-10-9
• Molecular Formula: C₆₆H₇₈O₈Si₂
• Molecular Weight: 1055.51

Synonyms:

Chemical Property of 1-L-(2'S,2''S, 6'S, 6''S)-1,4-Di-O-(tert-butyldiphenylsilyl)-2,3-O-cyclohexylidene-5,6-O-(6',6''-diphenyl-3',3'',4',4'',5',5'',6',6''-octahydro-2',2''-bi(2H-pyran-2',2''-diyl))-myo-inositol

Chemical Property:

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Technology Process of 1-L-(2'S,2''S, 6'S, 6''S)-1,4-Di-O-(tert-butyldiphenylsilyl)-2,3-O-cyclohexylidene-5,6-O-(6',6''-diphenyl-3',3'',4',4'',5',5'',6',6''-octahydro-2',2''-bi(2H-pyran-2',2''-diyl))-myo-inositol

There total 4 articles about 1-L-(2'S,2''S, 6'S, 6''S)-1,4-Di-O-(tert-butyldiphenylsilyl)-2,3-O-cyclohexylidene-5,6-O-(6',6''-diphenyl-3',3'',4',4'',5',5'',6',6''-octahydro-2',2''-bi(2H-pyran-2',2''-diyl))-myo-inositol 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: 35.0%

(6S,6'S)-6,6'-Diphenyl-5,6,5',6'-tetrahydro-4H,4'H-[2,2']bipyranyl (154859-09-3) + C44H56O6Si2 → 1-L-(2'S,2''S, 6'S, 6''S)-1,4-Di-O-(tert-butyldiphenylsilyl)-2,3-O-cyclohexylidene-5,6-O-(6',6''-diphenyl-3',3'',4',4'',5',5'',6',6''-octahydro-2',2''-bi(2H-pyran-2',2''-diyl))-myo-inositol (189334-10-9)

Guidance literature:

With triphenylphosphine hydrobromide; In chloroform; for 96h; Ambient temperature;

DOI:10.1039/a700422b

Reference yield:

1,2:4,5-dicyclohexylidene-myo-inositol (34361-60-9,55123-24-5,55123-26-7,62012-78-6,104873-71-4) → 1-L-(2'S,2''S, 6'S, 6''S)-1,4-Di-O-(tert-butyldiphenylsilyl)-2,3-O-cyclohexylidene-5,6-O-(6',6''-diphenyl-3',3'',4',4'',5',5'',6',6''-octahydro-2',2''-bi(2H-pyran-2',2''-diyl))-myo-inositol (189334-10-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / pyridine / 16 h / Heating

2: 76 percent / p-TsOH, ethylene glycol / CHCl₃ / 1.5 h / 50 °C

3: 35 percent / PPh₃*HBr / CHCl₃ / 96 h / Ambient temperature

With pyridine; triphenylphosphine hydrobromide; toluene-4-sulfonic acid; ethylene glycol; In chloroform;

DOI:10.1039/a700422b

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → 1-L-(2'S,2''S, 6'S, 6''S)-1,4-Di-O-(tert-butyldiphenylsilyl)-2,3-O-cyclohexylidene-5,6-O-(6',6''-diphenyl-3',3'',4',4'',5',5'',6',6''-octahydro-2',2''-bi(2H-pyran-2',2''-diyl))-myo-inositol (189334-10-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / pyridine / 16 h / Heating

2: 76 percent / p-TsOH, ethylene glycol / CHCl₃ / 1.5 h / 50 °C

3: 35 percent / PPh₃*HBr / CHCl₃ / 96 h / Ambient temperature

With pyridine; triphenylphosphine hydrobromide; toluene-4-sulfonic acid; ethylene glycol; In chloroform;

DOI:10.1039/a700422b

upstream raw materials:

(6S,6'S)-6,6'-Diphenyl-5,6,5',6'-tetrahydro-4H,4'H-[2,2']bipyranyl

1,2:4,5-dicyclohexylidene-myo-inositol

tert-butylchlorodiphenylsilane

Downstream raw materials:

C₃₄H₄₂O₈

C₄₈H₅₄O₈

C₄₂H₄₆O₈

C₄₂H₄₄O₆

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