(1S,4aS,7S,7aS)-7-Benzyloxymethyl-1-((2R,4aR,6S,7R,8S,8aR)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-1,4a,7,7a-tetrahydro-cyclopenta[c]pyran-4-carboxylic acid methyl ester

Base Information

Chemical Name:(1S,4aS,7S,7aS)-7-Benzyloxymethyl-1-((2R,4aR,6S,7R,8S,8aR)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-1,4a,7,7a-tetrahydro-cyclopenta[c]pyran-4-carboxylic acid methyl ester
CAS No.:78924-60-4
Molecular Formula:C₄₅H₄₆O₁₀
Molecular Weight:746.854
Hs Code.:

(1S,4aS,7S,7aS)-7-Benzyloxymethyl-1-((2R,4aR,6S,7R,8S,8aR)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-1,4a,7,7a-tetrahydro-cyclopenta[c]pyran-4-carboxylic acid methyl ester

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Chemical Property of (1S,4aS,7S,7aS)-7-Benzyloxymethyl-1-((2R,4aR,6S,7R,8S,8aR)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-1,4a,7,7a-tetrahydro-cyclopenta[c]pyran-4-carboxylic acid methyl ester

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Technology Process of (1S,4aS,7S,7aS)-7-Benzyloxymethyl-1-((2R,4aR,6S,7R,8S,8aR)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-1,4a,7,7a-tetrahydro-cyclopenta[c]pyran-4-carboxylic acid methyl ester

There total 20 articles about (1S,4aS,7S,7aS)-7-Benzyloxymethyl-1-((2R,4aR,6S,7R,8S,8aR)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-1,4a,7,7a-tetrahydro-cyclopenta[c]pyran-4-carboxylic acid methyl ester 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: 79.0%

: 78924-55-7,78964-43-9,78964-47-3
(1S,4aS,6R,7S,7aS)-7-Benzyloxymethyl-1-((2R,4aR,6S,7R,8S,8aR)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-6-(toluene-4-sulfonyloxy)-1,4a,5,6,7,7a-hexahydro-cyclopenta[c]pyran-4-carboxylic acid methyl ester

: 78924-60-4,78964-53-1
(1S,4aS,7S,7aS)-7-Benzyloxymethyl-1-((2R,4aR,6S,7R,8S,8aR)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-1,4a,7,7a-tetrahydro-cyclopenta[c]pyran-4-carboxylic acid methyl ester

: 78924-56-8,78964-49-5,78964-51-9,79026-77-0
(1S,4aS,6S,7S,7aS)-6-Acetoxy-7-benzyloxymethyl-1-((2R,4aR,6S,7R,8S,8aR)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-1,4a,5,6,7,7a-hexahydro-cyclopenta[c]pyran-4-carboxylic acid methyl ester

Guidance literature:: With tetraethylammonium acetate; In acetone; for 24h; Heating;

Reference yield:

: tetraethylammonium acetate

: 78924-55-7,78964-43-9,78964-47-3
(1S,4aS,6R,7S,7aS)-7-Benzyloxymethyl-1-((2R,4aR,6S,7R,8S,8aR)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-6-(toluene-4-sulfonyloxy)-1,4a,5,6,7,7a-hexahydro-cyclopenta[c]pyran-4-carboxylic acid methyl ester

: 78924-60-4,78964-53-1
(1S,4aS,7S,7aS)-7-Benzyloxymethyl-1-((2R,4aR,6S,7R,8S,8aR)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-1,4a,7,7a-tetrahydro-cyclopenta[c]pyran-4-carboxylic acid methyl ester

: 78924-56-8,78964-49-5,78964-51-9,79026-77-0
(1S,4aS,6S,7S,7aS)-6-Acetoxy-7-benzyloxymethyl-1-((2R,4aR,6S,7R,8S,8aR)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-1,4a,5,6,7,7a-hexahydro-cyclopenta[c]pyran-4-carboxylic acid methyl ester

Guidance literature:: In acetone; for 24h; Heating;

Reference yield:

: 24512-63-8,27745-20-6
geniposide

: 78924-60-4,78964-53-1
(1S,4aS,7S,7aS)-7-Benzyloxymethyl-1-((2R,4aR,6S,7R,8S,8aR)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-1,4a,7,7a-tetrahydro-cyclopenta[c]pyran-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 26.26 g / ZnCl₂ / Ambient temperature

2: 1.) n-Bu₄NI, NaH/DMSO / 1.) benzene, 15 min; 2.) benzene, r.t., 25 h

3: 53 percent / B₂H₆ / tetrahydrofuran

4: 622 mg / Jones reagent / acetone

5: 73.6 mg / silica gel / benzene; diethyl ether

6: 630 mg / NaBH₄ / dioxane; H₂O / 1 h / Ambient temperature

7: 237 mg / pyridine

8: 77.9 mg / acetone / 24 h / Heating

With pyridine; sodium tetrahydroborate; jones reagent; silica gel; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; zinc(II) chloride; diborane; In tetrahydrofuran; 1,4-dioxane; diethyl ether; water; acetone; benzene;