N-[[(3R,4S)-4-benzyloxy-1-(benzyl)pyrrolidin-3-yl]carbonyl]-(2'S)-bornane-10,2-sultam

Base Information

Chemical Name:N-[[(3R,4S)-4-benzyloxy-1-(benzyl)pyrrolidin-3-yl]carbonyl]-(2'S)-bornane-10,2-sultam
CAS No.:849706-05-4
Molecular Formula:C₂₉H₃₆N₂O₄S
Molecular Weight:508.682
Hs Code.:

Synonyms:N-[[(3R,4S)-4-benzyloxy-1-(benzyl)pyrrolidin-3-yl]carbonyl]-(2'S)-bornane-10,2-sultam

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Chemical Property of N-[[(3R,4S)-4-benzyloxy-1-(benzyl)pyrrolidin-3-yl]carbonyl]-(2'S)-bornane-10,2-sultam

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Technology Process of N-[[(3R,4S)-4-benzyloxy-1-(benzyl)pyrrolidin-3-yl]carbonyl]-(2'S)-bornane-10,2-sultam

There total 11 articles about N-[[(3R,4S)-4-benzyloxy-1-(benzyl)pyrrolidin-3-yl]carbonyl]-(2'S)-bornane-10,2-sultam 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: 57.5%

: 93102-05-7
N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine

: 320385-10-2
(E)-3-benzyloxypropenoyl-(2'S)-bornane-10,2-sultam

: 848416-40-0
N-[[(3S,4R)-4-benzyloxy-1-(benzyl)pyrrolidin-3-yl]carbonyl]-(2'S)-bornane-10,2-sultam

: 849706-05-4
N-[[(3R,4S)-4-benzyloxy-1-(benzyl)pyrrolidin-3-yl]carbonyl]-(2'S)-bornane-10,2-sultam

Guidance literature:: N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine; (E)-3-benzyloxypropenoyl-(2'S)-bornane-10,2-sultam; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.75h;

With sodium carbonate; In dichloromethane; water;

Reference yield:

: 21286-54-4,39262-22-1
D-camphor-10-sulfonyl chloride

: 848416-40-0
N-[[(3S,4R)-4-benzyloxy-1-(benzyl)pyrrolidin-3-yl]carbonyl]-(2'S)-bornane-10,2-sultam

: 849706-05-4
N-[[(3R,4S)-4-benzyloxy-1-(benzyl)pyrrolidin-3-yl]carbonyl]-(2'S)-bornane-10,2-sultam

Guidance literature:: Multi-step reaction with 5 steps

1.1: ammonium hydroxide / chloroform / 4 h / 15 - 20 °C / Large scale

2.1: Amberlyst H⁺ resin / toluene / 4 h / Reflux; Large scale

3.1: hydrogen / ethanol / 2 h / 2068.65 Torr

4.1: methylmagnesium bromide / tetrahydrofuran; diethyl ether / 1 h / -40 - -30 °C / Large scale

4.2: -40 - 10 °C / Large scale

5.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C / Large scale

With ammonium hydroxide; methylmagnesium bromide; hydrogen; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; chloroform; toluene;
DOI:10.1021/op049768k

Reference yield:

: 72597-34-3
(+/-)-10-Camphorsulfonamide

: 848416-40-0
N-[[(3S,4R)-4-benzyloxy-1-(benzyl)pyrrolidin-3-yl]carbonyl]-(2'S)-bornane-10,2-sultam

: 849706-05-4
N-[[(3R,4S)-4-benzyloxy-1-(benzyl)pyrrolidin-3-yl]carbonyl]-(2'S)-bornane-10,2-sultam

Guidance literature:: Multi-step reaction with 4 steps

1.1: Amberlyst H⁺ resin / toluene / 4 h / Reflux; Large scale

2.1: hydrogen / ethanol / 2 h / 2068.65 Torr

3.1: methylmagnesium bromide / tetrahydrofuran; diethyl ether / 1 h / -40 - -30 °C / Large scale

3.2: -40 - 10 °C / Large scale

4.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C / Large scale

With methylmagnesium bromide; hydrogen; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; toluene;
DOI:10.1021/op049768k