(+)-1,1-dimethylethyl-N-[[1α,4α-bis(hydroxymethyl)-3β-[[(4-methylphenyl)sulfonyl]amino]cyclopentan-2α-yl]methyl]carbamate

Base Information

Chemical Name:(+)-1,1-dimethylethyl-N-[[1α,4α-bis(hydroxymethyl)-3β-[[(4-methylphenyl)sulfonyl]amino]cyclopentan-2α-yl]methyl]carbamate
CAS No.:175464-27-4
Molecular Formula:C₂₀H₃₂N₂O₆S
Molecular Weight:428.55
Hs Code.:

Synonyms:(+)-1,1-dimethylethyl-N-[[1α,4α-bis(hydroxymethyl)-3β-[[(4-methylphenyl)sulfonyl]amino]cyclopentan-2α-yl]methyl]carbamate

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Chemical Property of (+)-1,1-dimethylethyl-N-[[1α,4α-bis(hydroxymethyl)-3β-[[(4-methylphenyl)sulfonyl]amino]cyclopentan-2α-yl]methyl]carbamate

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Technology Process of (+)-1,1-dimethylethyl-N-[[1α,4α-bis(hydroxymethyl)-3β-[[(4-methylphenyl)sulfonyl]amino]cyclopentan-2α-yl]methyl]carbamate

There total 6 articles about (+)-1,1-dimethylethyl-N-[[1α,4α-bis(hydroxymethyl)-3β-[[(4-methylphenyl)sulfonyl]amino]cyclopentan-2α-yl]methyl]carbamate 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: 100.0%

: 58632-95-4
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

: 175464-48-9
N-((1S,2S,3R,5S)-2-Aminomethyl-3,5-bis-hydroxymethyl-cyclopentyl)-4-methyl-benzenesulfonamide

: 175464-27-4
(+)-1,1-dimethylethyl-N-[[1α,4α-bis(hydroxymethyl)-3β-[[(4-methylphenyl)sulfonyl]amino]cyclopentan-2α-yl]methyl]carbamate

Guidance literature:: With triethylamine; In water; acetone; at 20 ℃; for 18h;
DOI:10.1016/S0040-4020(99)00680-8

Reference yield:

: 175464-24-1
(-)-3R-[[(4-methylphenyl)sulfonyl]amino]bicyclo[2.2.1]hept-5-ene-2αR carboxylic acid

: 175464-27-4
(+)-1,1-dimethylethyl-N-[[1α,4α-bis(hydroxymethyl)-3β-[[(4-methylphenyl)sulfonyl]amino]cyclopentan-2α-yl]methyl]carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: O₃ / ethyl acetate; methanol / -78 °C

1.2: NaBH₄ / 40 h / -78 - 20 °C

1.3: 100 percent / 2N HCl / methanol / 72 h / 20 °C

2.1: 72 percent / NH₃ / methanol / 4 h / 60 °C / 2585.74 Torr

3.1: 74 percent / BH₃ / tetrahydrofuran / 18 h / Heating

4.1: 100 percent / Et₃N / acetone; H₂O / 18 h / 20 °C

With borane; ammonia; ozone; triethylamine; In tetrahydrofuran; methanol; water; ethyl acetate; acetone; 1.1: ozonolysis / 1.2: Reduction / 1.3: acidification / 2.1: Ring cleavage / 3.1: Reduction / 4.1: Acylation;
DOI:10.1016/S0040-4020(99)00680-8

Reference yield:

: 175464-25-2
(+)-N-(5aS-hydroxymethyl-3-oxo-3aα,6aα-cyclopent[c]furan-4βR-yl)-4-methylbenzenesulfonamide

: 175464-27-4
(+)-1,1-dimethylethyl-N-[[1α,4α-bis(hydroxymethyl)-3β-[[(4-methylphenyl)sulfonyl]amino]cyclopentan-2α-yl]methyl]carbamate

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / NH₃ / methanol / 4 h / 60 °C / 2585.74 Torr

2: 74 percent / BH₃ / tetrahydrofuran / 18 h / Heating

3: 100 percent / Et₃N / acetone; H₂O / 18 h / 20 °C

With borane; ammonia; triethylamine; In tetrahydrofuran; methanol; water; acetone; 1: Ring cleavage / 2: Reduction / 3: Acylation;
DOI:10.1016/S0040-4020(99)00680-8