(1'R,2'S,4S)-4-<2'-<<(tert-butyloxy)carbonyl>amino>-3'-cyclohexyl-1'-<(methoxyethoxy)methoxy>propyl>-2-ethyl-1,2,5-thiadiazolidine 1,1-dioxide

Base Information

Chemical Name:(1'R,2'S,4S)-4-<2'-<<(tert-butyloxy)carbonyl>amino>-3'-cyclohexyl-1'-<(methoxyethoxy)methoxy>propyl>-2-ethyl-1,2,5-thiadiazolidine 1,1-dioxide
CAS No.:122226-00-0
Molecular Formula:C₂₂H₄₃N₃O₇S
Molecular Weight:493.665
Hs Code.:

Synonyms:(1'R,2'S,4S)-4-<2'-<<(tert-butyloxy)carbonyl>amino>-3'-cyclohexyl-1'-<(methoxyethoxy)methoxy>propyl>-2-ethyl-1,2,5-thiadiazolidine 1,1-dioxide

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Chemical Property of (1'R,2'S,4S)-4-<2'-<<(tert-butyloxy)carbonyl>amino>-3'-cyclohexyl-1'-<(methoxyethoxy)methoxy>propyl>-2-ethyl-1,2,5-thiadiazolidine 1,1-dioxide

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Technology Process of (1'R,2'S,4S)-4-<2'-<<(tert-butyloxy)carbonyl>amino>-3'-cyclohexyl-1'-<(methoxyethoxy)methoxy>propyl>-2-ethyl-1,2,5-thiadiazolidine 1,1-dioxide

There total 6 articles about (1'R,2'S,4S)-4-<2'-<<(tert-butyloxy)carbonyl>amino>-3'-cyclohexyl-1'-<(methoxyethoxy)methoxy>propyl>-2-ethyl-1,2,5-thiadiazolidine 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: 37.0%

: 122225-99-4,127305-95-7
(2S,3S,4S)-2-amino-4-<<(tert-butyloxy)carbonyl>amino>-5-cyclohexyl-1-(ethylamino)-3-<(methoxyethoxy)methoxy>pentane

: 122226-00-0
(1'R,2'S,4S)-4-<2'-<<(tert-butyloxy)carbonyl>amino>-3'-cyclohexyl-1'-<(methoxyethoxy)methoxy>propyl>-2-ethyl-1,2,5-thiadiazolidine 1,1-dioxide

Guidance literature:: With sulfuryl dichloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; 1.) a) -23 deg C, 1.5 h, b) RT, 2 h;
DOI:10.1021/jm00168a009

Reference yield:

: 120476-92-8,120574-36-9,124150-91-0
(2RS,3R,4S)-4-<(tert-butyloxycarbonyl)amino>-5-cyclohexyl-3-<(2-methoxyethoxy)methoxy>-1,2-epoxypentane

: 122226-00-0
(1'R,2'S,4S)-4-<2'-<<(tert-butyloxy)carbonyl>amino>-3'-cyclohexyl-1'-<(methoxyethoxy)methoxy>propyl>-2-ethyl-1,2,5-thiadiazolidine 1,1-dioxide

Guidance literature:: Multi-step reaction with 6 steps

1: methanol; H₂O / 18 h

2: Et₃N / CH₂Cl₂ / 1.) a) 0 deg C, 15 min, b) RT, 30 min

3: 82 percent / NaN₃, H₂SO₄, (C₆H₅)3P, diethyl azodicarboxylate / tetrahydrofuran; benzene / 1.) a) -78 deg C, 1 h, b) RT, 16 h

4: 93 percent / Et₃N, 1,3-propanedithiol / methanol / 72 h

5: H₂, acetic acid / 20percent Pd/C / 23 h / 3040 Torr

6: 37 percent / (iPr)2EtN, sulfuryl chloride / CH₂Cl₂ / 1.) a) -23 deg C, 1.5 h, b) RT, 2 h

With 1.3-propanedithiol; sodium azide; sulfuryl dichloride; sulfuric acid; hydrogen; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; benzene;
DOI:10.1021/jm00168a009

Reference yield:

: 122225-98-3,127308-27-4
(2S,3S,4S)-2-amino-1-<<(benzyloxy)carbonyl>ethylamino>-4-<<(tert-butyloxy)carbonyl>amino>-5-cyclohexyl-3-<(methoxyethoxy)methoxy>pentane

: 122226-00-0
(1'R,2'S,4S)-4-<2'-<<(tert-butyloxy)carbonyl>amino>-3'-cyclohexyl-1'-<(methoxyethoxy)methoxy>propyl>-2-ethyl-1,2,5-thiadiazolidine 1,1-dioxide

Guidance literature:: Multi-step reaction with 2 steps

1: H₂, acetic acid / 20percent Pd/C / 23 h / 3040 Torr

2: 37 percent / (iPr)2EtN, sulfuryl chloride / CH₂Cl₂ / 1.) a) -23 deg C, 1.5 h, b) RT, 2 h

With sulfuryl dichloride; hydrogen; acetic acid; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In dichloromethane;
DOI:10.1021/jm00168a009