Benzyl-carbamic acid (2S,3R)-3-[(1R,2R)-1-(diphenyl-phosphinoyl)-2-methyl-butyl]-oxiranylmethyl ester

Base Information

• Chemical Name: Benzyl-carbamic acid (2S,3R)-3-[(1R,2R)-1-(diphenyl-phosphinoyl)-2-methyl-butyl]-oxiranylmethyl ester
• CAS No.: 148554-70-5
• Molecular Formula: C₂₈H₃₂NO₄P
• Molecular Weight: 477.54

Synonyms:Benzyl-carbamic acid (2S,3R)-3-[(1R,2R)-1-(diphenyl-phosphinoyl)-2-methyl-butyl]-oxiranylmethyl ester

Chemical Property of Benzyl-carbamic acid (2S,3R)-3-[(1R,2R)-1-(diphenyl-phosphinoyl)-2-methyl-butyl]-oxiranylmethyl ester

Chemical Property:

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Technology Process of Benzyl-carbamic acid (2S,3R)-3-[(1R,2R)-1-(diphenyl-phosphinoyl)-2-methyl-butyl]-oxiranylmethyl ester

There total 7 articles about Benzyl-carbamic acid (2S,3R)-3-[(1R,2R)-1-(diphenyl-phosphinoyl)-2-methyl-butyl]-oxiranylmethyl 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: 96.0%

benzyl isothiocyanate (3173-56-6) + {(2S,3R)-3-[(1R,2R)-1-(Diphenyl-phosphinoyl)-2-methyl-butyl]-oxiranyl}-methanol (148554-69-2) → Benzyl-carbamic acid (2S,3R)-3-[(1R,2R)-1-(diphenyl-phosphinoyl)-2-methyl-butyl]-oxiranylmethyl ester (148554-70-5)

Guidance literature:

With triethylamine;

DOI:10.1016/S0040-4039(00)60383-0

Reference yield:

4-(Diphenyl-phosphinoyl)-5-methyl-hept-1-en-3-ol → Benzyl-carbamic acid (2S,3R)-3-[(1R,2R)-1-(diphenyl-phosphinoyl)-2-methyl-butyl]-oxiranylmethyl ester (148554-70-5)

Guidance literature:

Multi-step reaction with 5 steps

2: Pd(MeCN)2Cl₂

3: NaOH / H₂O; methanol

4: tert-BuOOH, Ti(O-i-Pr)4, L-(+)-DIPT / 120 h / -16 °C

5: 96 percent / Et₃N

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium hydroxide; L-(+)-diisopropyl tartrate; triethylamine; dichloro bis(acetonitrile) palladium(II); In methanol; water;

DOI:10.1016/S0040-4039(00)60383-0

Reference yield:

(2-methylbutyl)diphenylphosphine oxide → Benzyl-carbamic acid (2S,3R)-3-[(1R,2R)-1-(diphenyl-phosphinoyl)-2-methyl-butyl]-oxiranylmethyl ester (148554-70-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) BuLi

3: Pd(MeCN)2Cl₂

4: NaOH / H₂O; methanol

5: tert-BuOOH, Ti(O-i-Pr)4, L-(+)-DIPT / 120 h / -16 °C

6: 96 percent / Et₃N

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium hydroxide; n-butyllithium; L-(+)-diisopropyl tartrate; triethylamine; dichloro bis(acetonitrile) palladium(II); In methanol; water;

DOI:10.1016/S0040-4039(00)60383-0

upstream raw materials:

benzyl isothiocyanate

{(2S,3R)-3-[(1R,2R)-1-(Diphenyl-phosphinoyl)-2-methyl-butyl]-oxiranyl}-methanol

4-diphenylphosphinoyl-5-methylhept-1-en-3-yl acetate

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