Dithiocarbonic acid O-[(1S,2S,3R,5R)-5-benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-2-methylsulfanylthiocarboxyoxy-cyclopentyl] ester S-methyl ester

Base Information

• Chemical Name: Dithiocarbonic acid O-[(1S,2S,3R,5R)-5-benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-2-methylsulfanylthiocarboxyoxy-cyclopentyl] ester S-methyl ester
• CAS No.: 143642-98-2
• Molecular Formula: C₃₃H₄₀O₄S₄Si
• Molecular Weight: 657.028

Synonyms:Dithiocarbonic acid O-[(1S,2S,3R,5R)-5-benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-2-methylsulfanylthiocarboxyoxy-cyclopentyl] ester S-methyl ester

Chemical Property of Dithiocarbonic acid O-[(1S,2S,3R,5R)-5-benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-2-methylsulfanylthiocarboxyoxy-cyclopentyl] ester S-methyl ester

Chemical Property:

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Technology Process of Dithiocarbonic acid O-[(1S,2S,3R,5R)-5-benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-2-methylsulfanylthiocarboxyoxy-cyclopentyl] ester S-methyl ester

There total 5 articles about Dithiocarbonic acid O-[(1S,2S,3R,5R)-5-benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-2-methylsulfanylthiocarboxyoxy-cyclopentyl] ester S-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:

(3aR*,6aR*)-6-Benzyloxymethyl-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-one (89291-75-8,117307-62-7) → Dithiocarbonic acid O-[(1S,2S,3R,5R)-5-benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-2-methylsulfanylthiocarboxyoxy-cyclopentyl] ester S-methyl ester (143642-98-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / H₂ / 10percent Pd/C / methanol

2: 94 percent / NaBH₄ / methanol

3: 91 percent / imidazole / dimethylformamide

4: 51 percent / TFA, H₂O

With 1H-imidazole; sodium tetrahydroborate; water; hydrogen; trifluoroacetic acid; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(92)80004-4

Reference yield:

(3aS,4S,6S,6aR)-6-Benzyloxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-ol (143642-95-9) → Dithiocarbonic acid O-[(1S,2S,3R,5R)-5-benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-2-methylsulfanylthiocarboxyoxy-cyclopentyl] ester S-methyl ester (143642-98-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / imidazole / dimethylformamide

2: 51 percent / TFA, H₂O

With 1H-imidazole; water; trifluoroacetic acid; In N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(92)80004-4

Reference yield:

(3aR,6S,6aR)-6-Benzyloxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-one (143642-94-8,145167-26-6,145167-29-9) → Dithiocarbonic acid O-[(1S,2S,3R,5R)-5-benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-2-methylsulfanylthiocarboxyoxy-cyclopentyl] ester S-methyl ester (143642-98-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / NaBH₄ / methanol

2: 91 percent / imidazole / dimethylformamide

3: 51 percent / TFA, H₂O

With 1H-imidazole; sodium tetrahydroborate; water; trifluoroacetic acid; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(92)80004-4

upstream raw materials:

carbon disulfide

(1S,2S,3R,5R)-3-Benzyloxymethyl-5-(tert-butyl-diphenyl-silanyloxy)-cyclopentane-1,2-diol

methyl iodide

(3aR*,6aR*)-6-Benzyloxymethyl-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-one

Downstream raw materials:

((1S,4R)-4-Benzyloxymethyl-cyclopent-2-enyloxy)-tert-butyl-diphenyl-silane

Benzoic acid (1S,2S)-4-(2-amino-6-benzyloxy-purin-9-yl)-2-benzyloxymethyl-cyclopentylmethyl ester

Benzoic acid (1S,2S)-2-benzyloxymethyl-4-(6-chloro-purin-9-yl)-cyclopentylmethyl ester

Benzoic acid (1S,2S)-2-benzyloxymethyl-4-methanesulfonyloxy-cyclopentylmethyl ester

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