Technology Process of (2S,5R)-1-benzyloxycarbonyl-2-hydroxymethyl-5-(6-heptenyl)pyrrolidine
There total 10 articles about (2S,5R)-1-benzyloxycarbonyl-2-hydroxymethyl-5-(6-heptenyl)pyrrolidine 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:
- Guidance literature:
-
(R)-5-benzyloxycarbonylaminodeca-1,11-diene;
With
mercury(II) diacetate;
In
tetrahydrofuran;
at 20 ℃;
for 18h;
With
potassium bromide;
In
tetrahydrofuran; water;
for 2h;
With
sodium tetrahydroborate; oxygen;
In
N,N-dimethyl-formamide;
for 4h;
DOI:10.3987/COM-08-S(D)81
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: AD-mix-β
2.1: PPTS
3.1: CH3COBr; Et3N
4.1: K2CO3; MeOH / diethyl ether
5.1: CuI
6.1: pyridine
7.1: NaN3
8.1: LiAlH4
9.1: K2CO3
10.1: Hg(OAc)2; NaBr / tetrahydrofuran
10.2: NaBR
10.3: NaBH4; O2 / dimethylformamide
With
pyridine; methanol; copper(l) iodide; lithium aluminium tetrahydride; sodium azide; Acetyl bromide; AD-mix-β; mercury(II) diacetate; pyridinium p-toluenesulfonate; potassium carbonate; triethylamine; sodium bromide;
In
tetrahydrofuran; diethyl ether;
1.1: Sharpless asymmetric dihydroxylation / 2.1: orthoesterification / 3.1: Ring cleavage / 4.1: Cyclization / 5.1: Ring cleavage / 6.1: mesylation / 7.1: azidation / 8.1: Reduction / 9.1: carbamation / 10.1: oxymercuration / 10.2: anion exchange / 10.3: oxidative demercuration;
DOI:10.1016/S0960-894X(00)00221-3
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: PPTS
2.1: CH3COBr; Et3N
3.1: K2CO3; MeOH / diethyl ether
4.1: CuI
5.1: pyridine
6.1: NaN3
7.1: LiAlH4
8.1: K2CO3
9.1: Hg(OAc)2; NaBr / tetrahydrofuran
9.2: NaBR
9.3: NaBH4; O2 / dimethylformamide
With
pyridine; methanol; copper(l) iodide; lithium aluminium tetrahydride; sodium azide; Acetyl bromide; mercury(II) diacetate; pyridinium p-toluenesulfonate; potassium carbonate; triethylamine; sodium bromide;
In
tetrahydrofuran; diethyl ether;
1.1: orthoesterification / 2.1: Ring cleavage / 3.1: Cyclization / 4.1: Ring cleavage / 5.1: mesylation / 6.1: azidation / 7.1: Reduction / 8.1: carbamation / 9.1: oxymercuration / 9.2: anion exchange / 9.3: oxidative demercuration;
DOI:10.1016/S0960-894X(00)00221-3
