Benzoyl-carbamic acid (E)-(S)-4-benzyloxy-1-((2R,3R)-3-benzyloxymethyl-oxiranyl)-but-2-enyl ester

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Chemical Name:Benzoyl-carbamic acid (E)-(S)-4-benzyloxy-1-((2R,3R)-3-benzyloxymethyl-oxiranyl)-but-2-enyl ester
CAS No.:227627-04-5
Molecular Formula:C₂₉H₂₉NO₆
Molecular Weight:487.552
Hs Code.:

Synonyms:Benzoyl-carbamic acid (E)-(S)-4-benzyloxy-1-((2R,3R)-3-benzyloxymethyl-oxiranyl)-but-2-enyl ester

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Chemical Property of Benzoyl-carbamic acid (E)-(S)-4-benzyloxy-1-((2R,3R)-3-benzyloxymethyl-oxiranyl)-but-2-enyl ester

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Technology Process of Benzoyl-carbamic acid (E)-(S)-4-benzyloxy-1-((2R,3R)-3-benzyloxymethyl-oxiranyl)-but-2-enyl ester

There total 4 articles about Benzoyl-carbamic acid (E)-(S)-4-benzyloxy-1-((2R,3R)-3-benzyloxymethyl-oxiranyl)-but-2-enyl 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:

: 106319-54-4
(2E,5E)-1,7-di-O-benzyl-hepta-2,5-diene-1,4,7-triol

: 227627-04-5
Benzoyl-carbamic acid (E)-(S)-4-benzyloxy-1-((2R,3R)-3-benzyloxymethyl-oxiranyl)-but-2-enyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / t-BuOOH; Ti(O-i-Pr)4; D-(-)-diisopropyl tartarate / 4A molecular sieves / CH₂Cl₂ / 96 h / -25 °C

2: 74 percent / Ph₃P; p-nitrobenzoic acid; diisopropyl azodicarboxylate / toluene / -78 - -30 °C

3: tetrahydrofuran / 0 - 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; di-isopropyl azodicarboxylate; D-(-)-diisopropyl tartrate; triphenylphosphine; 4-nitro-benzoic acid; 4 A molecular sieve; In tetrahydrofuran; dichloromethane; toluene; 1: Oxidation / 2: Isomerization / 3: Addition;
DOI:10.1021/ja000817s

Reference yield:

: 106319-55-5
(2R,3R,4R,E)-1,7-di-O-benzyl-2,3-epoxy-5-heptene-1,4,7-triol

: 227627-04-5
Benzoyl-carbamic acid (E)-(S)-4-benzyloxy-1-((2R,3R)-3-benzyloxymethyl-oxiranyl)-but-2-enyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 74 percent / Ph₃P; p-nitrobenzoic acid; diisopropyl azodicarboxylate / toluene / -78 - -30 °C

2: tetrahydrofuran / 0 - 20 °C

With di-isopropyl azodicarboxylate; triphenylphosphine; 4-nitro-benzoic acid; In tetrahydrofuran; toluene; 1: Isomerization / 2: Addition;
DOI:10.1021/ja000817s

Reference yield:

: 4-Nitro-benzoic acid (E)-(S)-4-benzyloxy-1-((2R,3R)-3-benzyloxymethyl-oxiranyl)-but-2-enyl ester

: 227627-04-5
Benzoyl-carbamic acid (E)-(S)-4-benzyloxy-1-((2R,3R)-3-benzyloxymethyl-oxiranyl)-but-2-enyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: K₂CO₃; MeOH

2: tetrahydrofuran / 0 - 20 °C

With methanol; potassium carbonate; In tetrahydrofuran; 1: methanolysis / 2: Addition;
DOI:10.1021/ja000817s