(2R,3S,4R,6R)-2,3-Bis-benzyloxy-6-benzyloxymethyl-4-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-cyclohexanone

Base Information

Chemical Name:(2R,3S,4R,6R)-2,3-Bis-benzyloxy-6-benzyloxymethyl-4-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-cyclohexanone
CAS No.:186820-77-9
Molecular Formula:C₅₆H₆₀O₁₀
Molecular Weight:893.086
Hs Code.:

(2R,3S,4R,6R)-2,3-Bis-benzyloxy-6-benzyloxymethyl-4-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-cyclohexanone

Synonyms:(2R,3S,4R,6R)-2,3-Bis-benzyloxy-6-benzyloxymethyl-4-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-cyclohexanone

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Chemical Property of (2R,3S,4R,6R)-2,3-Bis-benzyloxy-6-benzyloxymethyl-4-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-cyclohexanone

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Technology Process of (2R,3S,4R,6R)-2,3-Bis-benzyloxy-6-benzyloxymethyl-4-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-cyclohexanone

There total 9 articles about (2R,3S,4R,6R)-2,3-Bis-benzyloxy-6-benzyloxymethyl-4-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-cyclohexanone 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:

: 186820-75-7
(1R,2S,3S,4R,6R)-2,3-Bis-benzyloxy-6-benzyloxymethyl-4-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-cyclohexanol

: 186820-77-9
(2R,3S,4R,6R)-2,3-Bis-benzyloxy-6-benzyloxymethyl-4-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-cyclohexanone

Guidance literature:: With 4 A molecular sieve; pyridinium chlorochromate; In dichloromethane; for 3h; Yield given; Ambient temperature;
DOI:10.1002/(SICI)1099-0690(199806)1998:6<1099::AID-EJOC1099<3.0.CO;2-R

Reference yield:

: 100-39-0
benzyl bromide

: 186820-77-9
(2R,3S,4R,6R)-2,3-Bis-benzyloxy-6-benzyloxymethyl-4-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-cyclohexanone

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / NaH / dimethylformamide / 24 h / Ambient temperature

2: 1)BH₃*Me₃N, mol. sieves 4 Angstroem, 2) AlCl₃ / 1) THF, 30 min, RT, 2) THF, 2 h, RT

3: PCC, mol. sieves 4 Angstroem / CH₂Cl₂ / 3 h / Ambient temperature

With aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; sodium hydride; pyridinium chlorochromate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/(SICI)1099-0690(199806)1998:6<1099::AID-EJOC1099<3.0.CO;2-R

Reference yield:

: 19488-49-4
methyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 186820-77-9
(2R,3S,4R,6R)-2,3-Bis-benzyloxy-6-benzyloxymethyl-4-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-cyclohexanone

Guidance literature:: Multi-step reaction with 7 steps

1: NaH, 15-crown-5 ether / 1) DMF, RT, 1 h, 2) DMF, 70 deg C, 3 h

2: 74 percent / DMSO, Ac₂O / 4 h / Ambient temperature

3: 58 percent / DBU / toluene / 0.33 h / 80 °C

4: 50 percent / NaBH₄, CeCl₃*7H₂O / methanol; CH₂Cl₂ / 0.5 h / Ambient temperature

5: 92 percent / NaH / dimethylformamide / 24 h / Ambient temperature

6: 1)BH₃*Me₃N, mol. sieves 4 Angstroem, 2) AlCl₃ / 1) THF, 30 min, RT, 2) THF, 2 h, RT

7: PCC, mol. sieves 4 Angstroem / CH₂Cl₂ / 3 h / Ambient temperature

With sodium tetrahydroborate; aluminium trichloride; cerium(III) chloride; 15-crown-5; trimethylamine-borane; 4 A molecular sieve; acetic anhydride; sodium hydride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; pyridinium chlorochromate; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/(SICI)1099-0690(199806)1998:6<1099::AID-EJOC1099<3.0.CO;2-R