(2R,3R,4R,6R)-2-[(2R,3R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-4-((2R',3R',6R')-3'-(4-methoxybenzoyloxy)-6'-methoxy-3,6-dihydro-2H-pyran-2-yl)-butyl]-4-acetoxy-6-methoxy-3-(4-methoxybenzoyloxy)-tetrahydropyran

Base Information

Chemical Name:(2R,3R,4R,6R)-2-[(2R,3R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-4-((2R',3R',6R')-3'-(4-methoxybenzoyloxy)-6'-methoxy-3,6-dihydro-2H-pyran-2-yl)-butyl]-4-acetoxy-6-methoxy-3-(4-methoxybenzoyloxy)-tetrahydropyran
CAS No.:678165-51-0
Molecular Formula:C₄₆H₇₀O₁₄Si₂
Molecular Weight:903.224
Hs Code.:

(2R,3R,4R,6R)-2-[(2R,3R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-4-((2R',3R',6R')-3'-(4-methoxybenzoyloxy)-6'-methoxy-3,6-dihydro-2H-pyran-2-yl)-butyl]-4-acetoxy-6-methoxy-3-(4-methoxybenzoyloxy)-tetrahydropyran

Synonyms:(2R,3R,4R,6R)-2-[(2R,3R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-4-((2R',3R',6R')-3'-(4-methoxybenzoyloxy)-6'-methoxy-3,6-dihydro-2H-pyran-2-yl)-butyl]-4-acetoxy-6-methoxy-3-(4-methoxybenzoyloxy)-tetrahydropyran

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Chemical Property of (2R,3R,4R,6R)-2-[(2R,3R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-4-((2R',3R',6R')-3'-(4-methoxybenzoyloxy)-6'-methoxy-3,6-dihydro-2H-pyran-2-yl)-butyl]-4-acetoxy-6-methoxy-3-(4-methoxybenzoyloxy)-tetrahydropyran

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Technology Process of (2R,3R,4R,6R)-2-[(2R,3R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-4-((2R',3R',6R')-3'-(4-methoxybenzoyloxy)-6'-methoxy-3,6-dihydro-2H-pyran-2-yl)-butyl]-4-acetoxy-6-methoxy-3-(4-methoxybenzoyloxy)-tetrahydropyran

There total 10 articles about (2R,3R,4R,6R)-2-[(2R,3R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-4-((2R',3R',6R')-3'-(4-methoxybenzoyloxy)-6'-methoxy-3,6-dihydro-2H-pyran-2-yl)-butyl]-4-acetoxy-6-methoxy-3-(4-methoxybenzoyloxy)-tetrahydropyran 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: 98.0%

: 108-24-7
acetic anhydride

: 678165-50-9
(2R,3R,4R,6R)-2-[(2R,3R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-4-((2R',3R',6R')-3'-(4-methoxybenzoyloxy)-6'-methoxy-3,6-dihydro-2H-pyran-2-yl)-butyl]-6-methoxy-3-(4-methoxybenzoyloxy)-tetrahydropyran-4-ol

: 678165-51-0
(2R,3R,4R,6R)-2-[(2R,3R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-4-((2R',3R',6R')-3'-(4-methoxybenzoyloxy)-6'-methoxy-3,6-dihydro-2H-pyran-2-yl)-butyl]-4-acetoxy-6-methoxy-3-(4-methoxybenzoyloxy)-tetrahydropyran

Guidance literature:: With pyridine; at 20 ℃; for 2h;
DOI:10.1039/b307950c

Reference yield:

: 100-07-2
4-methoxy-benzoyl chloride

: 678165-51-0
(2R,3R,4R,6R)-2-[(2R,3R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-4-((2R',3R',6R')-3'-(4-methoxybenzoyloxy)-6'-methoxy-3,6-dihydro-2H-pyran-2-yl)-butyl]-4-acetoxy-6-methoxy-3-(4-methoxybenzoyloxy)-tetrahydropyran

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / Et₃N; DMAP / CH₂Cl₂ / 18 h / 20 °C

2: AgOBz; I₂ / CCl₄ / 24 h

3: 98 percent / (Me₃Si)3SiH; AIBN / benzene / 0.5 h / 70 °C

4: 88 percent / pyridinium chloroformate; NaOAc; 3 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 0 °C

5: 54 percent / NaBH₄ / tetrahydrofuran / 0.5 h / 50 °C

6: 98 percent / pyridine / 2 h / 20 °C

With pyridine; dmap; sodium tetrahydroborate; pyridinium chloroformate; 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; 3 A molecular sieve; iodine; sodium acetate; silver benzoate; triethylamine; In tetrahydrofuran; tetrachloromethane; dichloromethane; benzene; 2: Prevost reaction;
DOI:10.1039/b307950c

Reference yield:

: 678165-18-9
(2R)-2-[(2R,3R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-4-((R)-3-oxo-6-methoxy-3,6-dihydro-2H-pyran-2-yl)-butyl]-6-methoxy-6H-pyran-3-one

: 678165-51-0
(2R,3R,4R,6R)-2-[(2R,3R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-4-((2R',3R',6R')-3'-(4-methoxybenzoyloxy)-6'-methoxy-3,6-dihydro-2H-pyran-2-yl)-butyl]-4-acetoxy-6-methoxy-3-(4-methoxybenzoyloxy)-tetrahydropyran

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / CeCl₃*7H₂O; NaBH₄ / ethanol / 6 h

2: 97 percent / Et₃N; DMAP / CH₂Cl₂ / 18 h / 20 °C

3: AgOBz; I₂ / CCl₄ / 24 h

4: 98 percent / (Me₃Si)3SiH; AIBN / benzene / 0.5 h / 70 °C

5: 88 percent / pyridinium chloroformate; NaOAc; 3 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 0 °C

6: 54 percent / NaBH₄ / tetrahydrofuran / 0.5 h / 50 °C

7: 98 percent / pyridine / 2 h / 20 °C

With pyridine; dmap; sodium tetrahydroborate; cerium(III) chloride; pyridinium chloroformate; 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; 3 A molecular sieve; iodine; sodium acetate; silver benzoate; triethylamine; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; benzene; 1: Luche reduction / 3: Prevost reaction;
DOI:10.1039/b307950c