(2S,5R,6S,7S)-2-phenyl-6,7-(isopropylidene)dioxy-1-aza-3-oxabicyclo<3.3.0>octan-8-one

Base Information

Chemical Name:(2S,5R,6S,7S)-2-phenyl-6,7-(isopropylidene)dioxy-1-aza-3-oxabicyclo<3.3.0>octan-8-one
CAS No.:118868-01-2
Molecular Formula:C₁₅H₁₇NO₄
Molecular Weight:275.304
Hs Code.:

Synonyms:(2S,5R,6S,7S)-2-phenyl-6,7-(isopropylidene)dioxy-1-aza-3-oxabicyclo<3.3.0>octan-8-one

Suppliers and Price of (2S,5R,6S,7S)-2-phenyl-6,7-(isopropylidene)dioxy-1-aza-3-oxabicyclo<3.3.0>octan-8-one

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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 (2S,5R,6S,7S)-2-phenyl-6,7-(isopropylidene)dioxy-1-aza-3-oxabicyclo<3.3.0>octan-8-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (2S,5R,6S,7S)-2-phenyl-6,7-(isopropylidene)dioxy-1-aza-3-oxabicyclo<3.3.0>octan-8-one

There total 8 articles about (2S,5R,6S,7S)-2-phenyl-6,7-(isopropylidene)dioxy-1-aza-3-oxabicyclo<3.3.0>octan-8-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%

: 118868-00-1
(2S,5R,6S,7S)-2-phenyl-6,7-dihydroxy-1-aza-3-oxabicyclo<3.3.0>octan-8-one

: 77-76-9
2,2-dimethoxy-propane

: 118868-01-2
(2S,5R,6S,7S)-2-phenyl-6,7-(isopropylidene)dioxy-1-aza-3-oxabicyclo<3.3.0>octan-8-one

Guidance literature:: pyridinium p-toluenesulfonate; In acetone; for 10h; Ambient temperature;
DOI:10.1021/ja00186a071

Reference yield:

: 68766-96-1
ethyl (R)-2-pyrrolidone-5-carboxylate

: 118868-01-2
(2S,5R,6S,7S)-2-phenyl-6,7-(isopropylidene)dioxy-1-aza-3-oxabicyclo<3.3.0>octan-8-one

Guidance literature:: Multi-step reaction with 6 steps

1: 79 percent / sodium borohydride / ethanol / 2 h / Ambient temperature

2: 72 percent / p-toluenesulfonic acid, molecular sieves 4 A / toluene / Heating

3: 1) butyllithium, diisopropylamine / 1) hexane, THF,-70 deg C, 30 min, 2) THF, 15 min

4: 1) ozone, 2) pyridine / 1) CH₂Cl₂, -74 deg C, 2 h, 2) -74 deg C up to room temp.

5: 65 percent / OsO₄, N-methylmorpholine N-oxide / H₂O; acetone; 2-methyl-propan-2-ol / 15 h / Ambient temperature

6: 98 percent / PPTS / acetone / 10 h / Ambient temperature

With pyridine; sodium tetrahydroborate; osmium(VIII) oxide; n-butyllithium; 4 A molecular sieve; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; ozone; 4-methylmorpholine N-oxide; diisopropylamine; In ethanol; water; acetone; toluene; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)82406-6

Reference yield:

: 118918-76-6,1820583-17-2
(2S,5R)-2-phenyl-1-aza-3-oxabicyclo<3.3.0>octan-8-one

: 118868-01-2
(2S,5R,6S,7S)-2-phenyl-6,7-(isopropylidene)dioxy-1-aza-3-oxabicyclo<3.3.0>octan-8-one

Guidance literature:: Multi-step reaction with 3 steps

2: 65 percent / OsO₄, N-methylmorpholine N-oxide / acetone; H₂O / 15 h / Ambient temperature

3: 98 percent / PPTS / acetone / 10 h / Ambient temperature

With osmium(VIII) oxide; 4-methylmorpholine N-oxide; pyridinium p-toluenesulfonate; In water; acetone;
DOI:10.1021/ja00186a071