(3aR,4S,6aS,9S,10aS)-4-(2-Benzyloxy-ethyl)-9-{(R)-2-[(4R,5R)-5-((R)-1-methoxymethoxy-propyl)-2,2,5-trimethyl-[1,3]dioxolan-4-yl]-propionyl}-2,2-dimethyl-tetrahydro-1,3-dioxa-6,7-dithia-cyclopenta[d]naphthalen-10-one

Base Information

Chemical Name:(3aR,4S,6aS,9S,10aS)-4-(2-Benzyloxy-ethyl)-9-{(R)-2-[(4R,5R)-5-((R)-1-methoxymethoxy-propyl)-2,2,5-trimethyl-[1,3]dioxolan-4-yl]-propionyl}-2,2-dimethyl-tetrahydro-1,3-dioxa-6,7-dithia-cyclopenta[d]naphthalen-10-one
CAS No.:78442-76-9
Molecular Formula:C₃₄H₅₀O₉S₂
Molecular Weight:666.898
Hs Code.:

(3aR,4S,6aS,9S,10aS)-4-(2-Benzyloxy-ethyl)-9-{(R)-2-[(4R,5R)-5-((R)-1-methoxymethoxy-propyl)-2,2,5-trimethyl-[1,3]dioxolan-4-yl]-propionyl}-2,2-dimethyl-tetrahydro-1,3-dioxa-6,7-dithia-cyclopenta[d]naphthalen-10-one

Synonyms:(3aR,4S,6aS,9S,10aS)-4-(2-Benzyloxy-ethyl)-9-{(R)-2-[(4R,5R)-5-((R)-1-methoxymethoxy-propyl)-2,2,5-trimethyl-[1,3]dioxolan-4-yl]-propionyl}-2,2-dimethyl-tetrahydro-1,3-dioxa-6,7-dithia-cyclopenta[d]naphthalen-10-one

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Chemical Property of (3aR,4S,6aS,9S,10aS)-4-(2-Benzyloxy-ethyl)-9-{(R)-2-[(4R,5R)-5-((R)-1-methoxymethoxy-propyl)-2,2,5-trimethyl-[1,3]dioxolan-4-yl]-propionyl}-2,2-dimethyl-tetrahydro-1,3-dioxa-6,7-dithia-cyclopenta[d]naphthalen-10-one

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Technology Process of (3aR,4S,6aS,9S,10aS)-4-(2-Benzyloxy-ethyl)-9-{(R)-2-[(4R,5R)-5-((R)-1-methoxymethoxy-propyl)-2,2,5-trimethyl-[1,3]dioxolan-4-yl]-propionyl}-2,2-dimethyl-tetrahydro-1,3-dioxa-6,7-dithia-cyclopenta[d]naphthalen-10-one

There total 18 articles about (3aR,4S,6aS,9S,10aS)-4-(2-Benzyloxy-ethyl)-9-{(R)-2-[(4R,5R)-5-((R)-1-methoxymethoxy-propyl)-2,2,5-trimethyl-[1,3]dioxolan-4-yl]-propionyl}-2,2-dimethyl-tetrahydro-1,3-dioxa-6,7-dithia-cyclopenta[d]naphthalen-10-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:

: (4R,6S,8aR)-6-(2-Benzyloxy-ethyl)-3,4,6,8a-tetrahydro-2H,7H-thiopyrano[2,3-b]thiopyran-4-ol

: 78442-76-9
(3aR,4S,6aS,9S,10aS)-4-(2-Benzyloxy-ethyl)-9-{(R)-2-[(4R,5R)-5-((R)-1-methoxymethoxy-propyl)-2,2,5-trimethyl-[1,3]dioxolan-4-yl]-propionyl}-2,2-dimethyl-tetrahydro-1,3-dioxa-6,7-dithia-cyclopenta[d]naphthalen-10-one

Guidance literature:: Multi-step reaction with 6 steps

1: KH / tetrahydrofuran / 0 °C

2: 1.) OsO₄, 2.) NaHSO₃ / 1.) Et₂O, room temperature, 2.) aq. pyridine, room temperature

3: TsOH / CH₂Cl₂ / 0 °C

4: EtOH / Ra(Ni)-(W-2) / Heating

6: 1.) mesityllithium, 2.) (CF₃CO)2O, Me₂SO, 3.) (i-Pt)2NEt

With osmium(VIII) oxide; ethanol; mesityllithium; potassium hydride; toluene-4-sulfonic acid; sodium hydrogensulfite; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; nickel; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00401a049

Reference yield:

: (4R,6S,8aR)-6-(2-Benzyloxy-ethyl)-4-methoxymethoxy-3,4,6,8a-tetrahydro-2H,7H-thiopyrano[2,3-b]thiopyran

: 78442-76-9
(3aR,4S,6aS,9S,10aS)-4-(2-Benzyloxy-ethyl)-9-{(R)-2-[(4R,5R)-5-((R)-1-methoxymethoxy-propyl)-2,2,5-trimethyl-[1,3]dioxolan-4-yl]-propionyl}-2,2-dimethyl-tetrahydro-1,3-dioxa-6,7-dithia-cyclopenta[d]naphthalen-10-one

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) OsO₄, 2.) NaHSO₃ / 1.) Et₂O, room temperature, 2.) aq. pyridine, room temperature

2: TsOH / CH₂Cl₂ / 0 °C

3: EtOH / Ra(Ni)-(W-2) / Heating

5: 1.) mesityllithium, 2.) (CF₃CO)2O, Me₂SO, 3.) (i-Pt)2NEt

With osmium(VIII) oxide; ethanol; mesityllithium; toluene-4-sulfonic acid; sodium hydrogensulfite; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; nickel; In dichloromethane;
DOI:10.1021/ja00401a049

Reference yield:

: 78442-72-5
(6S,8aR)-6-(2-Benzyloxy-ethyl)-2,3,6,8a-tetrahydro-7H-thiopyrano[2,3-b]thiopyran-4-one

: 78442-76-9
(3aR,4S,6aS,9S,10aS)-4-(2-Benzyloxy-ethyl)-9-{(R)-2-[(4R,5R)-5-((R)-1-methoxymethoxy-propyl)-2,2,5-trimethyl-[1,3]dioxolan-4-yl]-propionyl}-2,2-dimethyl-tetrahydro-1,3-dioxa-6,7-dithia-cyclopenta[d]naphthalen-10-one

Guidance literature:: Multi-step reaction with 7 steps

1: NaBH₄ / methanol / 0 °C

2: KH / tetrahydrofuran / 0 °C

3: 1.) OsO₄, 2.) NaHSO₃ / 1.) Et₂O, room temperature, 2.) aq. pyridine, room temperature

4: TsOH / CH₂Cl₂ / 0 °C

5: EtOH / Ra(Ni)-(W-2) / Heating

7: 1.) mesityllithium, 2.) (CF₃CO)2O, Me₂SO, 3.) (i-Pt)2NEt

With sodium tetrahydroborate; osmium(VIII) oxide; ethanol; mesityllithium; potassium hydride; toluene-4-sulfonic acid; sodium hydrogensulfite; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; nickel; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja00401a049