Methanesulfonic acid (R)-8-benzyloxycarbonylamino-4-methylene-tetradecyl ester

Base Information

Chemical Name:Methanesulfonic acid (R)-8-benzyloxycarbonylamino-4-methylene-tetradecyl ester
CAS No.:370874-17-2
Molecular Formula:C₂₄H₃₉NO₅S
Molecular Weight:453.643
Hs Code.:

Synonyms:Methanesulfonic acid (R)-8-benzyloxycarbonylamino-4-methylene-tetradecyl ester

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Chemical Property of Methanesulfonic acid (R)-8-benzyloxycarbonylamino-4-methylene-tetradecyl ester

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Technology Process of Methanesulfonic acid (R)-8-benzyloxycarbonylamino-4-methylene-tetradecyl ester

There total 6 articles about Methanesulfonic acid (R)-8-benzyloxycarbonylamino-4-methylene-tetradecyl 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: 64.0%

: 370874-15-0
Methanesulfonic acid 4-iodo-pent-4-enyl ester

: 370874-14-9
(1-hexyl-but-3-enyl)-carbamic acid benzyl ester

: 370874-17-2
Methanesulfonic acid (R)-8-benzyloxycarbonylamino-4-methylene-tetradecyl ester

Guidance literature:: (1-hexyl-but-3-enyl)-carbamic acid benzyl ester; With 9-borabicyclo[3.3.1]nonane dimer; water; In tetrahydrofuran; at 23 ℃; for 1.66667h;

Methanesulfonic acid 4-iodo-pent-4-enyl ester; With triphenyl-arsane; water; caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 4h; Further stages.;
DOI:10.1021/ol0163171

Reference yield:

: 5390-04-5
pent-1-yn-5-ol

: 370874-17-2
Methanesulfonic acid (R)-8-benzyloxycarbonylamino-4-methylene-tetradecyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: TMSCl; NaI / acetonitrile; H₂O / 2 h / 20 °C

1.2: 36 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

2.1: 9-BBN-H; water / tetrahydrofuran / 1.67 h / 23 °C

2.2: 64 percent / water; AsPh₃; Cs₂CO₃ / Pd(dppf)Cl₂:CH₂Cl₂ / dimethylformamide; tetrahydrofuran / 4 h / 20 °C

With 9-borabicyclo[3.3.1]nonane dimer; chloro-trimethyl-silane; water; sodium iodide; In tetrahydrofuran; water; acetonitrile; 2.1: B-alkyl Suzuki coupling / 2.2: B-alkyl Suzuki coupling;
DOI:10.1021/ol0163171

Reference yield:

: 123464-22-2
(S)-(-)-1-decen-4-ol

: 370874-17-2
Methanesulfonic acid (R)-8-benzyloxycarbonylamino-4-methylene-tetradecyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 90 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

2.1: 97 percent / NaN₃ / hexamethylphosphoric acid triamide / 2 h / 40 °C

3.1: LAH / diethyl ether / 0.5 h / 20 °C

4.1: 0.446 g / K₂CO₃ / tetrahydrofuran / 3 h / 20 °C

5.1: 9-BBN-H; water / tetrahydrofuran / 1.67 h / 23 °C

5.2: 64 percent / water; AsPh₃; Cs₂CO₃ / Pd(dppf)Cl₂:CH₂Cl₂ / dimethylformamide; tetrahydrofuran / 4 h / 20 °C

With lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; sodium azide; water; potassium carbonate; triethylamine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; 5.1: B-alkyl Suzuki coupling / 5.2: B-alkyl Suzuki coupling;
DOI:10.1021/ol0163171