(3aR,5R,6S,6aR)-6-Benzyloxy-5-[(4R,5R)-2,2-dimethyl-4-((2R,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-[1,3]dioxan-5-yl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

Base Information

Chemical Name:(3aR,5R,6S,6aR)-6-Benzyloxy-5-[(4R,5R)-2,2-dimethyl-4-((2R,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-[1,3]dioxan-5-yl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole
CAS No.:124771-31-9
Molecular Formula:C₄₇H₅₆O₁₁
Molecular Weight:796.955
Hs Code.:

(3aR,5R,6S,6aR)-6-Benzyloxy-5-[(4R,5R)-2,2-dimethyl-4-((2R,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-[1,3]dioxan-5-yl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

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Chemical Property of (3aR,5R,6S,6aR)-6-Benzyloxy-5-[(4R,5R)-2,2-dimethyl-4-((2R,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-[1,3]dioxan-5-yl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

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Technology Process of (3aR,5R,6S,6aR)-6-Benzyloxy-5-[(4R,5R)-2,2-dimethyl-4-((2R,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-[1,3]dioxan-5-yl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

There total 12 articles about (3aR,5R,6S,6aR)-6-Benzyloxy-5-[(4R,5R)-2,2-dimethyl-4-((2R,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-[1,3]dioxan-5-yl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole 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:

: 76801-66-6
5-deoxy-3-O-benzyl-1,2-O-isopropylidene-α-D-xylo-hexodialdo-1,4-furanose

: 124771-31-9,124819-90-5
(3aR,5R,6S,6aR)-6-Benzyloxy-5-[(4S,5S)-2,2-dimethyl-4-((2R,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-[1,3]dioxan-5-yl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) bis(trimethylsilyl)lithium amide / 1.) THF, -50 gradC, 30 min 2.) -50 gradC to -30 gradC, 1 h

2: DIBAL-H

3: CSA / acetone / 6 h / Ambient temperature

With diisobutylaluminium hydride; lithium hexamethyldisilazane; camphor-10-sulfonic acid; In acetone;
DOI:10.1016/S0040-4039(01)80398-1

Reference yield:

: 76801-66-6
5-deoxy-3-O-benzyl-1,2-O-isopropylidene-α-D-xylo-hexodialdo-1,4-furanose

: 124771-31-9,124819-90-5
(3aR,5R,6S,6aR)-6-Benzyloxy-5-[(4R,5R)-2,2-dimethyl-4-((2R,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-[1,3]dioxan-5-yl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) bis(trimethylsilyl)lithium amide / 1.) THF, -50 gradC, 30 min 2.) -50 gradC to -30 gradC, 1 h

2: DIBAL-H

3: CSA / acetone / 6 h / Ambient temperature

With diisobutylaluminium hydride; lithium hexamethyldisilazane; camphor-10-sulfonic acid; In acetone;
DOI:10.1016/S0040-4039(01)80398-1

Reference yield:

: (3aR,5R,6S,6aR)-6-Benzyloxy-5-((E)-2-methoxy-vinyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

: 124771-31-9,124819-90-5
(3aR,5R,6S,6aR)-6-Benzyloxy-5-[(4S,5S)-2,2-dimethyl-4-((2R,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-[1,3]dioxan-5-yl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

Guidance literature:: Multi-step reaction with 4 steps

1: 64 percent / PPTs, water / acetone / 1 h

2: 1.) bis(trimethylsilyl)lithium amide / 1.) THF, -50 gradC, 30 min 2.) -50 gradC to -30 gradC, 1 h

3: DIBAL-H

4: CSA / acetone / 6 h / Ambient temperature

With water; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; lithium hexamethyldisilazane; camphor-10-sulfonic acid; In acetone;
DOI:10.1016/S0040-4039(01)80398-1