(2S,3R)-3-((1S,2R)-2-{(S)-3-Benzyloxy-2-[(2S,3R)-3-benzyloxy-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-butyrylamino]-propionyloxy}-1-methyl-pentadecyl)-oxirane-2-carboxylic acid allyl ester

Base Information

Chemical Name:(2S,3R)-3-((1S,2R)-2-{(S)-3-Benzyloxy-2-[(2S,3R)-3-benzyloxy-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-butyrylamino]-propionyloxy}-1-methyl-pentadecyl)-oxirane-2-carboxylic acid allyl ester
CAS No.:867039-02-9
Molecular Formula:C₅₃H₈₁N₃O₁₁
Molecular Weight:936.24
Hs Code.:

(2S,3R)-3-((1S,2R)-2-{(S)-3-Benzyloxy-2-[(2S,3R)-3-benzyloxy-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-butyrylamino]-propionyloxy}-1-methyl-pentadecyl)-oxirane-2-carboxylic acid allyl ester

Synonyms:(2S,3R)-3-((1S,2R)-2-{(S)-3-Benzyloxy-2-[(2S,3R)-3-benzyloxy-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-butyrylamino]-propionyloxy}-1-methyl-pentadecyl)-oxirane-2-carboxylic acid allyl ester

Suppliers and Price of (2S,3R)-3-((1S,2R)-2-{(S)-3-Benzyloxy-2-[(2S,3R)-3-benzyloxy-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-butyrylamino]-propionyloxy}-1-methyl-pentadecyl)-oxirane-2-carboxylic acid allyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R)-3-((1S,2R)-2-{(S)-3-Benzyloxy-2-[(2S,3R)-3-benzyloxy-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-butyrylamino]-propionyloxy}-1-methyl-pentadecyl)-oxirane-2-carboxylic acid allyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (2S,3R)-3-((1S,2R)-2-{(S)-3-Benzyloxy-2-[(2S,3R)-3-benzyloxy-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-butyrylamino]-propionyloxy}-1-methyl-pentadecyl)-oxirane-2-carboxylic acid allyl ester

There total 8 articles about (2S,3R)-3-((1S,2R)-2-{(S)-3-Benzyloxy-2-[(2S,3R)-3-benzyloxy-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-butyrylamino]-propionyloxy}-1-methyl-pentadecyl)-oxirane-2-carboxylic acid allyl ester 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: 68.0%

: (2S,3R)-3-Benzyloxy-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-butyric acid

: (2S,3R)-3-[(1S,2R)-2-((S)-2-Amino-3-benzyloxy-propionyloxy)-1-methyl-pentadecyl]-oxirane-2-carboxylic acid allyl ester; compound with trifluoro-acetic acid

: 867039-02-9
(2S,3R)-3-((1S,2R)-2-{(S)-3-Benzyloxy-2-[(2S,3R)-3-benzyloxy-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-butyrylamino]-propionyloxy}-1-methyl-pentadecyl)-oxirane-2-carboxylic acid allyl ester

Guidance literature:: With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 25 ℃; for 1h;
DOI:10.1021/jo050625l

Reference yield:

: 452956-81-9
(2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-hexadecanal

: 867039-02-9
(2S,3R)-3-((1S,2R)-2-{(S)-3-Benzyloxy-2-[(2S,3R)-3-benzyloxy-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-butyrylamino]-propionyloxy}-1-methyl-pentadecyl)-oxirane-2-carboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 92 percent / benzene / 12 h / 80 °C

2: 98 percent / DIBAL-H / CH₂Cl₂ / 0.5 h / -78 °C

3: D-(-)-DET; Ti(Oi-Pr)4; TBHP / CH₂Cl₂ / 24 h / -20 °C

4: 65 percent / NaIO₄ / RuCl₃ / CCl₄; acetonitrile; H₂O / 0.5 h / 0 °C

5: EDCI; DMAP / CH₂Cl₂ / 2 h / 25 °C

6: HF*Pyr / tetrahydrofuran / 12 h / 25 °C

7: EDCI; DMAP / CH₂Cl₂ / 25 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; sodium periodate; diethyl (2S,3S)-tartrate; diisobutylaluminium hydride; pyridine hydrogenfluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; ruthenium trichloride; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; acetonitrile; benzene; 3: asymmetric Sharpless epoxidation;
DOI:10.1016/j.tetlet.2003.08.013

Reference yield:

: 623936-80-1
(E)-(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-octadec-2-en-1-ol

: 867039-02-9
(2S,3R)-3-((1S,2R)-2-{(S)-3-Benzyloxy-2-[(2S,3R)-3-benzyloxy-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-butyrylamino]-propionyloxy}-1-methyl-pentadecyl)-oxirane-2-carboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: D-(-)-DET; Ti(Oi-Pr)4; TBHP / CH₂Cl₂ / 24 h / -20 °C

2: 65 percent / NaIO₄ / RuCl₃ / CCl₄; acetonitrile; H₂O / 0.5 h / 0 °C

3: EDCI; DMAP / CH₂Cl₂ / 2 h / 25 °C

4: HF*Pyr / tetrahydrofuran / 12 h / 25 °C

5: EDCI; DMAP / CH₂Cl₂ / 25 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; sodium periodate; diethyl (2S,3S)-tartrate; pyridine hydrogenfluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; ruthenium trichloride; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; acetonitrile; 1: asymmetric Sharpless epoxidation;
DOI:10.1016/j.tetlet.2003.08.013