(3aR,6S,7aS)-2,2-Dimethyl-6-phenylsulfanylmethyl-tetrahydro-oxazolo[4,5-c]pyridine-3,5-dicarboxylic acid di-tert-butyl ester

Base Information

Chemical Name:(3aR,6S,7aS)-2,2-Dimethyl-6-phenylsulfanylmethyl-tetrahydro-oxazolo[4,5-c]pyridine-3,5-dicarboxylic acid di-tert-butyl ester
CAS No.:176108-66-0
Molecular Formula:C₂₅H₃₈N₂O₅S
Molecular Weight:478.653
Hs Code.:

Synonyms:(3aR,6S,7aS)-2,2-Dimethyl-6-phenylsulfanylmethyl-tetrahydro-oxazolo[4,5-c]pyridine-3,5-dicarboxylic acid di-tert-butyl 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 (3aR,6S,7aS)-2,2-Dimethyl-6-phenylsulfanylmethyl-tetrahydro-oxazolo[4,5-c]pyridine-3,5-dicarboxylic acid di-tert-butyl ester

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Technology Process of (3aR,6S,7aS)-2,2-Dimethyl-6-phenylsulfanylmethyl-tetrahydro-oxazolo[4,5-c]pyridine-3,5-dicarboxylic acid di-tert-butyl ester

There total 2 articles about (3aR,6S,7aS)-2,2-Dimethyl-6-phenylsulfanylmethyl-tetrahydro-oxazolo[4,5-c]pyridine-3,5-dicarboxylic acid di-tert-butyl 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%

: 882-33-7
diphenyldisulfane

: 176108-65-9
tert-butyl (3aR,6S,7aS)-3-tert-butoxycarbonyl-2,2-dimethyl-6-hydroxymethylperhydrooxazolo[4,5-c]pyridine-5-carboxylate

: 176108-66-0
(3aR,6S,7aS)-2,2-Dimethyl-6-phenylsulfanylmethyl-tetrahydro-oxazolo[4,5-c]pyridine-3,5-dicarboxylic acid di-tert-butyl ester

Guidance literature:: With pyridine; tributylphosphine; for 4.5h; Ambient temperature;
DOI:10.1016/0040-4020(96)00137-8

Reference yield:

: tert-butyl (3aR,6S,7aS)-6-[(bromomercurio)methyl]-3-tert-butoxycarbonyl-2,2-dimethylperhydrooxazolo[4,5-c]pyridine-5-carboxylate

: 176108-66-0
(3aR,6S,7aS)-2,2-Dimethyl-6-phenylsulfanylmethyl-tetrahydro-oxazolo[4,5-c]pyridine-3,5-dicarboxylic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / oxygen, NaBH₄ / dimethylformamide / 1 h

2: 79 percent / pyridine, tri-n-butylphosphine / 4.5 h / Ambient temperature

With pyridine; sodium tetrahydroborate; tributylphosphine; oxygen; In N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(96)00137-8

Reference yield: 73.0%

: 176108-66-0
(3aR,6S,7aS)-2,2-Dimethyl-6-phenylsulfanylmethyl-tetrahydro-oxazolo[4,5-c]pyridine-3,5-dicarboxylic acid di-tert-butyl ester

: 176108-67-1
(3aR,6S,7aS)-3-(tert-butoxycarbonyl)-2,2-dimethyl-6-(benzenesulfonylmethyl)-perhydrooxazolo[4,5-c]pyridine-5-carboxylic acid tert-butyl ester

Guidance literature:: With diphenyl diselenide; dihydrogen peroxide; In diethyl ether; dichloromethane; at 0 - 20 ℃; for 7h;
DOI:10.1016/0040-4020(96)00137-8