(2aR,3S,4aS,7aS,7bS)-3-(Toluene-4-sulfonyloxy)-2a,3,4,4a,7a,7b-hexahydro-2H-1,7-dioxa-cyclopenta[cd]indene-5-carboxylic acid methyl ester

Base Information

Chemical Name:(2aR,3S,4aS,7aS,7bS)-3-(Toluene-4-sulfonyloxy)-2a,3,4,4a,7a,7b-hexahydro-2H-1,7-dioxa-cyclopenta[cd]indene-5-carboxylic acid methyl ester
CAS No.:78924-59-1
Molecular Formula:C₁₈H₂₀O₇S
Molecular Weight:380.419
Hs Code.:

(2aR,3S,4aS,7aS,7bS)-3-(Toluene-4-sulfonyloxy)-2a,3,4,4a,7a,7b-hexahydro-2H-1,7-dioxa-cyclopenta[cd]indene-5-carboxylic acid methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2aR,3S,4aS,7aS,7bS)-3-(Toluene-4-sulfonyloxy)-2a,3,4,4a,7a,7b-hexahydro-2H-1,7-dioxa-cyclopenta[cd]indene-5-carboxylic acid methyl ester

Chemical Property:

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Technology Process of (2aR,3S,4aS,7aS,7bS)-3-(Toluene-4-sulfonyloxy)-2a,3,4,4a,7a,7b-hexahydro-2H-1,7-dioxa-cyclopenta[cd]indene-5-carboxylic acid methyl ester

There total 6 articles about (2aR,3S,4aS,7aS,7bS)-3-(Toluene-4-sulfonyloxy)-2a,3,4,4a,7a,7b-hexahydro-2H-1,7-dioxa-cyclopenta[cd]indene-5-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:

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

: 78924-59-1
(2aR,3S,4aS,7aS,7bS)-3-(Toluene-4-sulfonyloxy)-2a,3,4,4a,7a,7b-hexahydro-2H-1,7-dioxa-cyclopenta[cd]indene-5-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 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: 167 mg / H₂ / Pd-C / methanol

5: 12.4 mg / 3.5percent aq. HCl / 1 h / 90 °C

6: 64.2 mg / pyridine / Ambient temperature

With pyridine; hydrogenchloride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; zinc(II) chloride; diborane; palladium on activated charcoal; In tetrahydrofuran; methanol;

Reference yield:

: 78924-52-4
4',6'-O-benzylidene-geniposide

: 78924-59-1
(2aR,3S,4aS,7aS,7bS)-3-(Toluene-4-sulfonyloxy)-2a,3,4,4a,7a,7b-hexahydro-2H-1,7-dioxa-cyclopenta[cd]indene-5-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

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

2: 53 percent / B₂H₆ / tetrahydrofuran

3: 167 mg / H₂ / Pd-C / methanol

4: 12.4 mg / 3.5percent aq. HCl / 1 h / 90 °C

5: 64.2 mg / pyridine / Ambient temperature

With pyridine; hydrogenchloride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; diborane; palladium on activated charcoal; In tetrahydrofuran; methanol;

Reference yield:

: 78924-53-5
4',6'-O-benzylidene-2',3',10-tri-O-benzyl-geniposide

: 78924-59-1
(2aR,3S,4aS,7aS,7bS)-3-(Toluene-4-sulfonyloxy)-2a,3,4,4a,7a,7b-hexahydro-2H-1,7-dioxa-cyclopenta[cd]indene-5-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 53 percent / B₂H₆ / tetrahydrofuran

2: 167 mg / H₂ / Pd-C / methanol

3: 12.4 mg / 3.5percent aq. HCl / 1 h / 90 °C

4: 64.2 mg / pyridine / Ambient temperature

With pyridine; hydrogenchloride; hydrogen; diborane; palladium on activated charcoal; In tetrahydrofuran; methanol;