(1SR,5RS,6SR,7RS)-(+/-)-7'-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-8'-(tetrahydro-2H-pyran-2-yloxy)spiro<1,3-dithian-2,3'-<2>oxabicyclo<4.3.0>nonane>

Base Information

• Chemical Name: (1SR,5RS,6SR,7RS)-(+/-)-7'-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-8'-(tetrahydro-2H-pyran-2-yloxy)spiro<1,3-dithian-2,3'-<2>oxabicyclo<4.3.0>nonane>
• CAS No.: 143400-01-5
• Molecular Formula: C₃₃H₄₆O₄S₂Si
• Molecular Weight: 598.943

Synonyms:(1SR,5RS,6SR,7RS)-(+/-)-7'-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-8'-(tetrahydro-2H-pyran-2-yloxy)spiro<1,3-dithian-2,3'-<2>oxabicyclo<4.3.0>nonane>

Chemical Property of (1SR,5RS,6SR,7RS)-(+/-)-7'-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-8'-(tetrahydro-2H-pyran-2-yloxy)spiro<1,3-dithian-2,3'-<2>oxabicyclo<4.3.0>nonane>

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Technology Process of (1SR,5RS,6SR,7RS)-(+/-)-7'-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-8'-(tetrahydro-2H-pyran-2-yloxy)spiro<1,3-dithian-2,3'-<2>oxabicyclo<4.3.0>nonane>

There total 8 articles about (1SR,5RS,6SR,7RS)-(+/-)-7'-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-8'-(tetrahydro-2H-pyran-2-yloxy)spiro<1,3-dithian-2,3'-<2>oxabicyclo<4.3.0>nonane> 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:

(1S,2R,3S,4R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-2-(2-[1,3]dithian-2-ylidene-ethyl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentanol (143400-00-4) → (1SR,5RS,6SR,7RS)-(+/-)-7'-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-8'-(tetrahydro-2H-pyran-2-yloxy)spiro<1,3-dithian-2,3'-<2>oxabicyclo<4.3.0>nonane> (143400-01-5)

Guidance literature:

With toluene-4-sulfonic acid; In ethyl acetate; for 0.5h; Yield given; Ambient temperature;

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → (1SR,5RS,6SR,7RS)-(+/-)-7'-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-8'-(tetrahydro-2H-pyran-2-yloxy)spiro<1,3-dithian-2,3'-<2>oxabicyclo<4.3.0>nonane> (143400-01-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 69 percent / p-TsOH*H₂O / CH₂Cl₂ / 1) 0 deg C, 30 min, 2) RT, 1 h

2: diisobutylaluminium hydride / toluene / 1 h / -78 °C

3: 1) n-BuLi / 1) THF, hexane, -20 deg C to RT, 2) THF, 18 h, reflux

4: p-TsOH*H₂O / ethyl acetate / 0.5 h / Ambient temperature

With n-butyllithium; diisobutylaluminium hydride; toluene-4-sulfonic acid; In dichloromethane; ethyl acetate; toluene;

Reference yield:

(1SR,5RS,6SR,7RS)-(+/-)-6-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-7-hydroxy-2-oxabicyclo<3.3.0>octane-3-one (87858-95-5) → (1SR,5RS,6SR,7RS)-(+/-)-7'-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-8'-(tetrahydro-2H-pyran-2-yloxy)spiro<1,3-dithian-2,3'-<2>oxabicyclo<4.3.0>nonane> (143400-01-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 69 percent / p-TsOH*H₂O / CH₂Cl₂ / 1) 0 deg C, 30 min, 2) RT, 1 h

2: diisobutylaluminium hydride / toluene / 1 h / -78 °C

3: 1) n-BuLi / 1) THF, hexane, -20 deg C to RT, 2) THF, 18 h, reflux

4: p-TsOH*H₂O / ethyl acetate / 0.5 h / Ambient temperature

With n-butyllithium; diisobutylaluminium hydride; toluene-4-sulfonic acid; In dichloromethane; ethyl acetate; toluene;

upstream raw materials:

(1S,2R,3S,4R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-2-(2-[1,3]dithian-2-ylidene-ethyl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentanol

3,4-dihydro-2H-pyran

(1SR,5RS,6SR,7RS)-(+/-)-6-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-7-hydroxy-2-oxabicyclo<3.3.0>octane-3-one

<3aR(3aα,4α,5β,6aα)>-(-)-5-(1,1'-biphenyl-4-carbonyloxy)hexahydro-4-hydroxymethyl-2H-cyclopentafuran-2-one

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