(4R,4aS,6R,7R,8aR)-7-Benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-hexahydro-pyrano[3,2-b]pyran-2-one

Base Information

Chemical Name:(4R,4aS,6R,7R,8aR)-7-Benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-hexahydro-pyrano[3,2-b]pyran-2-one
CAS No.:370886-74-1
Molecular Formula:C₃₁H₃₄O₇
Molecular Weight:518.607
Hs Code.:

Synonyms:(4R,4aS,6R,7R,8aR)-7-Benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-hexahydro-pyrano[3,2-b]pyran-2-one

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Chemical Property of (4R,4aS,6R,7R,8aR)-7-Benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-hexahydro-pyrano[3,2-b]pyran-2-one

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Technology Process of (4R,4aS,6R,7R,8aR)-7-Benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-hexahydro-pyrano[3,2-b]pyran-2-one

There total 15 articles about (4R,4aS,6R,7R,8aR)-7-Benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-hexahydro-pyrano[3,2-b]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: 100.0%

: 1054632-30-2
(R)-3-((2R,3R,5R,6R)-5-Benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-3-(4-methoxy-benzyloxy)-propionaldehyde

: 370886-74-1
(4R,4aS,6R,7R,8aR)-7-Benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-hexahydro-pyrano[3,2-b]pyran-2-one

Guidance literature:: With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; In dichloromethane; at 20 ℃;
DOI:10.1016/S0040-4039(01)01067-X

Reference yield:

: (2R,4aR,6S,7R)-2-Phenyl-6-vinyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 370886-74-1
(4R,4aS,6R,7R,8aR)-7-Benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-hexahydro-pyrano[3,2-b]pyran-2-one

Guidance literature:: Multi-step reaction with 15 steps

1: 2,6-lutidine / CH₂Cl₂ / 0 °C

2: CSA / methanol; CH₂Cl₂ / 20 °C

3: 100 percent / Et₃N; DMAP / CH₂Cl₂ / 20 °C

4: TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

5: L-selectride / tetrahydrofuran / -78 °C

6: CSA / methanol; CH₂Cl₂ / 20 °C

7: NaH / dimethylformamide / 0 - 20 °C

8: OsO₄; NMO / acetone; H₂O / 20 °C

9: NaIO₄ / tetrahydrofuran; H₂O / 20 °C

10: MgBr₂*OEt₂ / CH₂Cl₂ / -78 - 20 °C

11: t-BuOK; n-Bu₄NI / tetrahydrofuran / 0 - 20 °C

12: n-Bu₄NF / tetrahydrofuran / 20 °C

13: OsO₄; NMO / tetrahydrofuran; H₂O / 20 °C

14: NaIO₄ / tetrahydrofuran; H₂O / 20 °C

15: 100 percent / TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

With 2,6-dimethylpyridine; dmap; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; camphor-10-sulfonic acid; potassium tert-butylate; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; L-Selectride; sodium hydride; triethylamine; magnesium bromide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(01)01067-X

Reference yield:

: 370886-82-1
(2R,3S,5R,6S)-2-Hydroxymethyl-5-triisopropylsilanyloxy-6-vinyl-tetrahydro-pyran-3-ol

: 370886-74-1
(4R,4aS,6R,7R,8aR)-7-Benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-hexahydro-pyrano[3,2-b]pyran-2-one

Guidance literature:: Multi-step reaction with 13 steps

1: 100 percent / Et₃N; DMAP / CH₂Cl₂ / 20 °C

2: TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

3: L-selectride / tetrahydrofuran / -78 °C

4: CSA / methanol; CH₂Cl₂ / 20 °C

5: NaH / dimethylformamide / 0 - 20 °C

6: OsO₄; NMO / acetone; H₂O / 20 °C

7: NaIO₄ / tetrahydrofuran; H₂O / 20 °C

8: MgBr₂*OEt₂ / CH₂Cl₂ / -78 - 20 °C

9: t-BuOK; n-Bu₄NI / tetrahydrofuran / 0 - 20 °C

10: n-Bu₄NF / tetrahydrofuran / 20 °C

11: OsO₄; NMO / tetrahydrofuran; H₂O / 20 °C

12: NaIO₄ / tetrahydrofuran; H₂O / 20 °C

13: 100 percent / TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

With dmap; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; camphor-10-sulfonic acid; potassium tert-butylate; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; L-Selectride; sodium hydride; triethylamine; magnesium bromide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(01)01067-X