tert-butyl (RS)-3-(benzyloxycarbonylmethyl)-1,2-thiazetidin-2-acetate 1,1-dioxide

Base Information

Chemical Name:tert-butyl (RS)-3-(benzyloxycarbonylmethyl)-1,2-thiazetidin-2-acetate 1,1-dioxide
CAS No.:156977-67-2
Molecular Formula:C₁₇H₂₃NO₆S
Molecular Weight:369.439
Hs Code.:

Synonyms:tert-butyl (RS)-3-(benzyloxycarbonylmethyl)-1,2-thiazetidin-2-acetate 1,1-dioxide

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Chemical Property of tert-butyl (RS)-3-(benzyloxycarbonylmethyl)-1,2-thiazetidin-2-acetate 1,1-dioxide

Chemical Property:

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Technology Process of tert-butyl (RS)-3-(benzyloxycarbonylmethyl)-1,2-thiazetidin-2-acetate 1,1-dioxide

There total 3 articles about tert-butyl (RS)-3-(benzyloxycarbonylmethyl)-1,2-thiazetidin-2-acetate 1,1-dioxide 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: 80.0%

: 5292-43-3
bromoacetic acid tert-butyl ester

: 156977-58-1
benzyl (RS)-1,2-thiazetidin-3-acetate 1,1-dioxide

: 156977-67-2
tert-butyl (RS)-3-(benzyloxycarbonylmethyl)-1,2-thiazetidin-2-acetate 1,1-dioxide

Guidance literature:: benzyl (RS)-1,2-thiazetidin-3-acetate 1,1-dioxide; With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.0333333h;

bromoacetic acid tert-butyl ester; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;
DOI:10.1007/s00706-003-0105-2

Reference yield:

: 4378-12-5
(RS)-3-amino-4-benzylthiobutyric acid

: 156977-67-2
tert-butyl (RS)-3-(benzyloxycarbonylmethyl)-1,2-thiazetidin-2-acetate 1,1-dioxide

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / 1.) p-toluenesulfonic acid monohydrate, 2.) HCl(gas) / CHCl₃ / 20 h / Heating

2: 1.) Cl₂, 2.) NH₃ / 1.) CHCl₃, aq.EtOH, CCl₄, 0 deg C, 2.) CHCl₃, 0 deg C

3: 1.) HMPT, n-butyllithium / 1.) THF, hexane, -78 deg C, 2 min, 2.) THF, hexane, -78 deg C, 15 min

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; ammonia; chlorine; toluene-4-sulfonic acid; In chloroform;

Reference yield:

: benzyl 3-amino-4-(benzylthio)butanoate hydrochloride

: 156977-67-2
tert-butyl (RS)-3-(benzyloxycarbonylmethyl)-1,2-thiazetidin-2-acetate 1,1-dioxide

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) Cl₂, 2.) NH₃ / 1.) CHCl₃, aq.EtOH, CCl₄, 0 deg C, 2.) CHCl₃, 0 deg C

2: 1.) HMPT, n-butyllithium / 1.) THF, hexane, -78 deg C, 2 min, 2.) THF, hexane, -78 deg C, 15 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; ammonia; chlorine;