(2S)-methyl 3,7-anhydro-2-phenyl-5-O-methyl-8-deoxy-α-D-altro-octitolate

Base Information

Chemical Name:(2S)-methyl 3,7-anhydro-2-phenyl-5-O-methyl-8-deoxy-α-D-altro-octitolate
CAS No.:623148-34-5
Molecular Formula:C₁₆H₂₂O₇
Molecular Weight:326.346
Hs Code.:

Synonyms:(2S)-methyl 3,7-anhydro-2-phenyl-5-O-methyl-8-deoxy-α-D-altro-octitolate

Suppliers and Price of (2S)-methyl 3,7-anhydro-2-phenyl-5-O-methyl-8-deoxy-α-D-altro-octitolate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S)-methyl 3,7-anhydro-2-phenyl-5-O-methyl-8-deoxy-α-D-altro-octitolate

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Technology Process of (2S)-methyl 3,7-anhydro-2-phenyl-5-O-methyl-8-deoxy-α-D-altro-octitolate

There total 35 articles about (2S)-methyl 3,7-anhydro-2-phenyl-5-O-methyl-8-deoxy-α-D-altro-octitolate 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: 93.0%

: 623148-81-2
(2S)-methyl 3,7-anhydro-2-phenyl-4,6-bis-O-tert-butyldimethylsilyl-5-O-methyl-8-deoxy-α-D-altro-octitolate

: 623148-34-5
(2S)-methyl 3,7-anhydro-2-phenyl-5-O-methyl-8-deoxy-α-D-altro-octitolate

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/jo034607k

Reference yield: 90.0%

: 864445-03-4
(3S,3aS,5R,6R,7R,7aS)-3,6-Dihydroxy-7-methoxy-5-methyl-3-phenyl-hexahydro-furo[3,2-b]pyran-2-one

: 865-34-9
lithium methanolate

: 623148-34-5
(2S)-methyl 3,7-anhydro-2-phenyl-5-O-methyl-8-deoxy-α-D-altro-octitolate

Guidance literature:: In methanol; at 0 ℃; for 0.0833333h;
DOI:10.1021/ol050975u

Reference yield:

: tributyl-(2,2,4-trimethyl-3a,7a-dihydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)-stannane

: 623148-34-5
(2S)-methyl 3,7-anhydro-2-phenyl-5-O-methyl-8-deoxy-α-D-altro-octitolate

Guidance literature:: Multi-step reaction with 11 steps

1.1: 66 percent / CsF / Pd(PPh₃)4; CuI / dimethylformamide / 24 h / 45 °C

2.1: 49 percent / AD-mix α / 2-methyl-propan-2-ol; H2O / 24 h / 20 °C

3.1: BH₃*THF / tetrahydrofuran / 27 h / 0 - 20 °C

3.2: 75 percent / H₂O₂; NaOH / tetrahydrofuran; H₂O / 0 - 20 °C

4.1: 93 percent / imidazole / dimethylformamide / 24 h / 20 °C

5.1: 72 percent / MeOH; 10-camphorsulfonic acid / CH₂Cl₂ / 5 h / 0 °C

6.1: 99 percent / SO₃*pyridine; DMSO; Et₃N / CH₂Cl₂ / 1 h / 0 °C

7.1: 92 percent / I₂; KOH / 0 - 20 °C

8.1: 65 percent / Amberlyst-15; MeOH / 24 h / 20 °C

9.1: 90 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C

10.1: dibutyltin oxide / toluene / 6 h / Heating

10.2: 90 percent / CsF / dimethylformamide / 48 h / 20 °C

11.1: 90 percent / methanol / 0.08 h / 0 °C

With 1H-imidazole; methanol; potassium hydroxide; AD-mix-α; amberlyst-15; borane-THF; pyridine-SO₃ complex; (1S)-10-camphorsulfonic acid; tetrabutyl ammonium fluoride; iodine; di(n-butyl)tin oxide; dimethyl sulfoxide; triethylamine; cesium fluoride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 1.1: Stille cross-coupling / 6.1: Parikh-Doering oxidation;
DOI:10.1021/ol050975u