(3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-one

Base Information

Chemical Name:(3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-one
CAS No.:401516-47-0
Molecular Formula:C₅₄H₅₆O₁₁
Molecular Weight:881.032
Hs Code.:

Synonyms:(3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-one

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Chemical Property of (3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-one

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Technology Process of (3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-one

There total 8 articles about (3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-one 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:

: (3S,4R,5R,6R)-2-Allyl-3,4,5-tris-benzyloxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran

: 401516-47-0
(3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: HOAc; aq. NaOAc / PdCl₂ / 20 °C

2: K₂CO₃ / CH₂Cl₂ / 20 °C

3: TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

4: aq. DDQ / CH₂Cl₂ / 20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium acetate; potassium carbonate; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium dichloride; In dichloromethane;
DOI:10.1055/s-2001-18772

Reference yield:

: (2R,4aR,7S,8R,8aR)-6-Allyl-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: 401516-47-0
(3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: LiAlH₄; AlCl₃ / diethyl ether; CH₂Cl₂ / Heating

2: NaH / tetrahydrofuran / 20 °C

3: HOAc; aq. NaOAc / PdCl₂ / 20 °C

4: K₂CO₃ / CH₂Cl₂ / 20 °C

5: TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

6: aq. DDQ / CH₂Cl₂ / 20 °C

With lithium aluminium tetrahydride; aluminium trichloride; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium acetate; sodium hydride; potassium carbonate; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium dichloride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1055/s-2001-18772

Reference yield:

: 401516-42-5
((2R,3R,4R,5S)-6-Allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl)-methanol

: 401516-47-0
(3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: NaH / tetrahydrofuran / 20 °C

2: HOAc; aq. NaOAc / PdCl₂ / 20 °C

3: K₂CO₃ / CH₂Cl₂ / 20 °C

4: TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

5: aq. DDQ / CH₂Cl₂ / 20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium acetate; sodium hydride; potassium carbonate; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium dichloride; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-2001-18772