1-[(2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentakis-benzyloxy-cyclohexyloxy)-tetrahydro-pyran-3-yl]-propan-2-ol

Base Information

Chemical Name:1-[(2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentakis-benzyloxy-cyclohexyloxy)-tetrahydro-pyran-3-yl]-propan-2-ol
CAS No.:591755-57-6
Molecular Formula:C₇₁H₇₆O₁₁
Molecular Weight:1105.38
Hs Code.:

1-[(2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentakis-benzyloxy-cyclohexyloxy)-tetrahydro-pyran-3-yl]-propan-2-ol

Synonyms:1-[(2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentakis-benzyloxy-cyclohexyloxy)-tetrahydro-pyran-3-yl]-propan-2-ol

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Chemical Property of 1-[(2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentakis-benzyloxy-cyclohexyloxy)-tetrahydro-pyran-3-yl]-propan-2-ol

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Technology Process of 1-[(2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentakis-benzyloxy-cyclohexyloxy)-tetrahydro-pyran-3-yl]-propan-2-ol

There total 10 articles about 1-[(2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentakis-benzyloxy-cyclohexyloxy)-tetrahydro-pyran-3-yl]-propan-2-ol 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: 82.0%

: 591755-56-5
(2R,3S,4R,5R,6R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-oxiranylmethyl-6-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentakis-benzyloxy-cyclohexyloxy)-tetrahydro-pyran

: 591755-57-6
1-[(2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentakis-benzyloxy-cyclohexyloxy)-tetrahydro-pyran-3-yl]-propan-2-ol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1016/S0960-894X(03)00157-4

Reference yield:

: 6195-45-5,13264-84-1,22132-86-1,25018-91-1,26277-05-4,30694-52-1,28366-79-2
(+)-2,3,4,5,6-pentakis-O-benzyl myo-inositol

: 591755-57-6
1-[(2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentakis-benzyloxy-cyclohexyloxy)-tetrahydro-pyran-3-yl]-propan-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 60 percent / BF₃*Et₂O; 4A molecular sieves / 2 h / 20 °C

2: NaOMe / methanol; CH₂Cl₂ / 1 h / 20 °C

3: 94 percent / NaH / tetrahydrofuran / 20 h / Heating

4: 83 percent / MCPBA / CH₂Cl₂ / 24 h / 20 °C

5: 82 percent / LAH / tetrahydrofuran / 1 h / 0 °C

With lithium aluminium tetrahydride; 4 A molecular sieve; boron trifluoride diethyl etherate; sodium methylate; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0960-894X(03)00157-4

Reference yield:

: 6195-45-5,13264-84-1,22132-86-1,25018-91-1,26277-05-4,28366-79-2,30694-52-1
DL-2,3,4,5,6-penta-O-benzyl-myo-inositol

: 591755-57-6
1-[(2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentakis-benzyloxy-cyclohexyloxy)-tetrahydro-pyran-3-yl]-propan-2-ol

Guidance literature:: Multi-step reaction with 7 steps

1: Et₃N; DMAP / CH₂Cl₂ / 24 h / 20 °C

2: 94 percent / KOH / ethanol / 2 h / Heating

3: 60 percent / BF₃*Et₂O; 4A molecular sieves / 2 h / 20 °C

4: NaOMe / methanol; CH₂Cl₂ / 1 h / 20 °C

5: 94 percent / NaH / tetrahydrofuran / 20 h / Heating

6: 83 percent / MCPBA / CH₂Cl₂ / 24 h / 20 °C

7: 82 percent / LAH / tetrahydrofuran / 1 h / 0 °C

With dmap; potassium hydroxide; lithium aluminium tetrahydride; 4 A molecular sieve; boron trifluoride diethyl etherate; sodium methylate; sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1016/S0960-894X(03)00157-4