tert-butyl (2S,2'S,3'S,3S)-(3-benzyloxycarbonyl-3-tert-butoxycarbonylaminopropylamino)-3'-tert-butoxycarbonyl-2'-methoxymethoxypropyl-2-azetidinecarboxylate

Base Information

Chemical Name:tert-butyl (2S,2'S,3'S,3S)-(3-benzyloxycarbonyl-3-tert-butoxycarbonylaminopropylamino)-3'-tert-butoxycarbonyl-2'-methoxymethoxypropyl-2-azetidinecarboxylate
CAS No.:156350-27-5
Molecular Formula:C₃₄H₅₅N₃O₁₀
Molecular Weight:665.825
Hs Code.:

tert-butyl (2S,2'S,3'S,3S)-(3-benzyloxycarbonyl-3-tert-butoxycarbonylaminopropylamino)-3'-tert-butoxycarbonyl-2'-methoxymethoxypropyl-2-azetidinecarboxylate

Synonyms:tert-butyl (2S,2'S,3'S,3S)-(3-benzyloxycarbonyl-3-tert-butoxycarbonylaminopropylamino)-3'-tert-butoxycarbonyl-2'-methoxymethoxypropyl-2-azetidinecarboxylate

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Chemical Property of tert-butyl (2S,2'S,3'S,3S)-(3-benzyloxycarbonyl-3-tert-butoxycarbonylaminopropylamino)-3'-tert-butoxycarbonyl-2'-methoxymethoxypropyl-2-azetidinecarboxylate

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Technology Process of tert-butyl (2S,2'S,3'S,3S)-(3-benzyloxycarbonyl-3-tert-butoxycarbonylaminopropylamino)-3'-tert-butoxycarbonyl-2'-methoxymethoxypropyl-2-azetidinecarboxylate

There total 4 articles about tert-butyl (2S,2'S,3'S,3S)-(3-benzyloxycarbonyl-3-tert-butoxycarbonylaminopropylamino)-3'-tert-butoxycarbonyl-2'-methoxymethoxypropyl-2-azetidinecarboxylate 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: 66.0%

: 124994-66-7
(S)-benzyl-4-oxo-2-<<(1,1-dimethylethoxy)carbonyl>amino>butanoate

: tert-butyl (2S,3'S)-3'-amino-3'-tert-butoxycarbonyl-2'-methoxymethyloxypropyl-2-azetidinecarboxylate

: 156350-27-5
tert-butyl (2S,2'S,3'S,3S)-(3-benzyloxycarbonyl-3-tert-butoxycarbonylaminopropylamino)-3'-tert-butoxycarbonyl-2'-methoxymethoxypropyl-2-azetidinecarboxylate

Guidance literature:: With sodium cyanoborohydride; In tetrahydrofuran; acetic acid; isopropyl alcohol; at 0 - 17 ℃; for 12h;
DOI:10.1016/S0040-4020(01)80749-3

Reference yield:

: 40856-59-5,132957-40-5
tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate

: 156350-27-5
tert-butyl (2S,2'S,3'S,3S)-(3-benzyloxycarbonyl-3-tert-butoxycarbonylaminopropylamino)-3'-tert-butoxycarbonyl-2'-methoxymethoxypropyl-2-azetidinecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 2.63 g / aq. KOH / 1.) DMF, 0 deg C, 1 h then rt., 2 h; 2.) 18-crown-6, rt., 18 h

2: 82 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / 2 h / -78 - 0 °C

3: 66 percent / 1M NaBH₃CN / propan-2-ol; acetic acid; tetrahydrofuran / 12 h / 0 - 17 °C

With potassium hydroxide; oxalyl dichloride; sodium cyanoborohydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; acetic acid; isopropyl alcohol;
DOI:10.1016/S0040-4020(01)80749-3

Reference yield:

: 100-39-0
benzyl bromide

: 156350-27-5
tert-butyl (2S,2'S,3'S,3S)-(3-benzyloxycarbonyl-3-tert-butoxycarbonylaminopropylamino)-3'-tert-butoxycarbonyl-2'-methoxymethoxypropyl-2-azetidinecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 2.63 g / aq. KOH / 1.) DMF, 0 deg C, 1 h then rt., 2 h; 2.) 18-crown-6, rt., 18 h

2: 82 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / 2 h / -78 - 0 °C

3: 66 percent / 1M NaBH₃CN / propan-2-ol; acetic acid; tetrahydrofuran / 12 h / 0 - 17 °C

With potassium hydroxide; oxalyl dichloride; sodium cyanoborohydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; acetic acid; isopropyl alcohol;
DOI:10.1016/S0040-4020(01)80749-3