(3aR,4S,6R,7S,7aR)-6-Benzyloxymethyl-7-hydroxy-4-phenylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

Base Information

Chemical Name:(3aR,4S,6R,7S,7aR)-6-Benzyloxymethyl-7-hydroxy-4-phenylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-one
CAS No.:371123-29-4
Molecular Formula:C₂₀H₂₁NO₅S
Molecular Weight:387.456
Hs Code.:

Synonyms:(3aR,4S,6R,7S,7aR)-6-Benzyloxymethyl-7-hydroxy-4-phenylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

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Chemical Property of (3aR,4S,6R,7S,7aR)-6-Benzyloxymethyl-7-hydroxy-4-phenylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

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Technology Process of (3aR,4S,6R,7S,7aR)-6-Benzyloxymethyl-7-hydroxy-4-phenylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

There total 5 articles about (3aR,4S,6R,7S,7aR)-6-Benzyloxymethyl-7-hydroxy-4-phenylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-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: 98.0%

: 371123-25-0
(3aR,4S,5aR,9aS,9bR)-8-Phenyl-4-phenylsulfanyl-hexahydro-1,5,7,9-tetraoxa-3-aza-cyclopenta[a]naphthalen-2-one

: 371123-29-4
(3aR,4S,6R,7S,7aR)-6-Benzyloxymethyl-7-hydroxy-4-phenylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

Guidance literature:: With hydrogenchloride; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ja0162109

Reference yield: 55.0%

: 1280531-26-1
C₂₀H₁₉NO₅S

: 371123-29-4
(3aR,4S,6R,7S,7aR)-6-Benzyloxymethyl-7-hydroxy-4-phenylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

Guidance literature:: C₂₀H₁₉NO₅S; With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.5h;

With sodium hydrogencarbonate; In dichloromethane; Saturated solution;
DOI:10.1016/j.tet.2011.09.059

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 371123-29-4
(3aR,4S,6R,7S,7aR)-6-Benzyloxymethyl-7-hydroxy-4-phenylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / CSA / dimethylformamide / 60 °C

2: 98 percent / NaCNBH₃; HCl / diethyl ether; tetrahydrofuran

With hydrogenchloride; camphor-10-sulfonic acid; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/ja0162109