Carbamic acid, [(1R)-1-[(1R,2S,3S)-3-[(methylsulfonyl)oxy]-1,2,4-tris(phenylmethoxy)but yl]-11-dodecenyl]-, 1,1-dimethylethyl ester

Base Information

Chemical Name:Carbamic acid, [(1R)-1-[(1R,2S,3S)-3-[(methylsulfonyl)oxy]-1,2,4-tris(phenylmethoxy)but yl]-11-dodecenyl]-, 1,1-dimethylethyl ester
CAS No.:651321-45-8
Molecular Formula:C₄₃H₆₁NO₈S
Molecular Weight:752.025
Hs Code.:

Synonyms:

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Chemical Property of Carbamic acid, [(1R)-1-[(1R,2S,3S)-3-[(methylsulfonyl)oxy]-1,2,4-tris(phenylmethoxy)but yl]-11-dodecenyl]-, 1,1-dimethylethyl ester

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MSDS Files:: SDS file from LookChem

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Technology Process of Carbamic acid, [(1R)-1-[(1R,2S,3S)-3-[(methylsulfonyl)oxy]-1,2,4-tris(phenylmethoxy)but yl]-11-dodecenyl]-, 1,1-dimethylethyl ester

There total 15 articles about Carbamic acid, [(1R)-1-[(1R,2S,3S)-3-[(methylsulfonyl)oxy]-1,2,4-tris(phenylmethoxy)but yl]-11-dodecenyl]-, 1,1-dimethylethyl 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:

: 124-63-0
methanesulfonyl chloride

: 651321-44-7
(2S,3R,4R,5R)-1,3,4-tris(phenylmethyloxy)-5-{[(1,1-dimethylethoxy)carbonyl]amino}hexadec-15-en-2-ol

: 651321-45-8
(2S,3R,4R,5R)-1,3,4-tris(phenylmethyloxy)-2-methanesulfonyloxy-5-{[(1,1-dimethylethoxy)carbonyl]amino}hexadec-15-ene

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1.58333h;
DOI:10.1081/CAR-120026470

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 651321-45-8
(2S,3R,4R,5R)-1,3,4-tris(phenylmethyloxy)-2-methanesulfonyloxy-5-{[(1,1-dimethylethoxy)carbonyl]amino}hexadec-15-ene

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / Et₃N / tetrahydrofuran / 0.03 h / 0 - 20 °C

2: Et₃N / CH₂Cl₂ / 1.58 h / 0 - 20 °C

With triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1081/CAR-120026470

Reference yield:

: 88476-93-1
10-undecen-1-ylmagnesium bromide

: 651321-45-8
(2S,3R,4R,5R)-1,3,4-tris(phenylmethyloxy)-2-methanesulfonyloxy-5-{[(1,1-dimethylethoxy)carbonyl]amino}hexadec-15-ene

Guidance literature:: Multi-step reaction with 11 steps

1: tetrahydrofuran / 3 h / 20 °C

2: 86 percent / HCl / methanol / 3 h / 0 °C

3: 70 percent / p-TsOH / CH₂Cl₂ / 1 h / -20 - 10 °C

4: CH₂Cl₂ / 1.58 h / 0 - 20 °C

5: 80 percent / NaN₃ / dimethylformamide / 18 h / 60 °C

6: 89 percent / AlCl₃; BH₃*NMe₃ / tetrahydrofuran / 3 h / 0 °C

7: 88 percent / PPh₃; DEAD / tetrahydrofuran / 18 h / 20 °C

8: 85 percent / PPh₃; H₂O / tetrahydrofuran / 4 h / 60 °C

9: 76 percent / NaOH / methanol / 0 - 20 °C

10: 80 percent / Et₃N / tetrahydrofuran / 0.03 h / 0 - 20 °C

11: Et₃N / CH₂Cl₂ / 1.58 h / 0 - 20 °C

With hydrogenchloride; sodium hydroxide; aluminium trichloride; sodium azide; trimethylamine-borane; water; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1: Grignard addition / 7: Mitsunobu reaction / 8: Staudinger reduction;
DOI:10.1081/CAR-120026470