tert-butyl (S)-2-((tert-butoxycarbonyl)amino)-5-<2,2-(1,3-dithiolanyl)>-5-(4-methoxyphenyl)pentanoate

Base Information

• Chemical Name: tert-butyl (S)-2-((tert-butoxycarbonyl)amino)-5-<2,2-(1,3-dithiolanyl)>-5-(4-methoxyphenyl)pentanoate
• CAS No.: 174464-32-5
• Molecular Formula: C₂₃H₃₅NO₅S₂
• Molecular Weight: 469.667

Synonyms:tert-butyl (S)-2-((tert-butoxycarbonyl)amino)-5-<2,2-(1,3-dithiolanyl)>-5-(4-methoxyphenyl)pentanoate

Chemical Property of tert-butyl (S)-2-((tert-butoxycarbonyl)amino)-5-<2,2-(1,3-dithiolanyl)>-5-(4-methoxyphenyl)pentanoate

Chemical Property:

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Technology Process of tert-butyl (S)-2-((tert-butoxycarbonyl)amino)-5-<2,2-(1,3-dithiolanyl)>-5-(4-methoxyphenyl)pentanoate

There total 2 articles about tert-butyl (S)-2-((tert-butoxycarbonyl)amino)-5-<2,2-(1,3-dithiolanyl)>-5-(4-methoxyphenyl)pentanoate 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: 49.0%

ethane-1,2-dithiol (540-63-6) + tert-butyl (S)-2-((tert-butoxycarbonyl)amino)-5-<2,2-(1,3-dioxolanyl)>-5-(4-methoxyphenyl)pentanoate (174464-30-3) → tert-butyl (S)-2-amino-5-<2,2-(1,3-dithiolanyl)>-5-(4-methoxyphenyl)pentanoate + tert-butyl (S)-2-((tert-butoxycarbonyl)amino)-5-<2,2-(1,3-dithiolanyl)>-5-(4-methoxyphenyl)pentanoate (174464-32-5)

Guidance literature:

With boron trifluoride diethyl etherate; 1) 0 deg C, 15 min; 2) rt, 2 h;

DOI:10.1021/jo951754c

Reference yield:

(S)-2-tert-Butoxycarbonylamino-5-(4-methoxy-phenyl)-5-oxo-pentanoic acid tert-butyl ester → tert-butyl (S)-2-((tert-butoxycarbonyl)amino)-5-<2,2-(1,3-dithiolanyl)>-5-(4-methoxyphenyl)pentanoate (174464-32-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / triflic acid / CH₂Cl₂ / 1 h / Ambient temperature

2: 49 percent / BF₃*Et₂O / 1) 0 deg C, 15 min; 2) rt, 2 h

With trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; In dichloromethane;

DOI:10.1021/jo951754c

Reference yield: 90.0%

tert-butyl (S)-2-((tert-butoxycarbonyl)amino)-5-<2,2-(1,3-dithiolanyl)>-5-(4-methoxyphenyl)pentanoate (174464-32-5) → (S)-2-amino-5-<2,2-(1,3-dithiolanyl)>-5-(4-methoxyphenyl)pentanoic acid hydrochloride

Guidance literature:

With hydrogenchloride; In dichloromethane; ethyl acetate; for 16h; Ambient temperature;

DOI:10.1021/jo951754c

upstream raw materials:

ethane-1,2-dithiol

tert-butyl (S)-2-((tert-butoxycarbonyl)amino)-5-<2,2-(1,3-dioxolanyl)>-5-(4-methoxyphenyl)pentanoate

Downstream raw materials:

(S)-2-((tert-butoxycarbonyl)amino)-5-<2,2-(1,3-dithiolanyl)>-5-(4-methoxyphenyl)pentanoic acid

BOC-An^pGlu ethylene dithioketal Ile-OCH₃

BOC-Met-An^pGlu-Ile-OCH₃

BOC-Met-An^pGlu ethylene dithioketal Ile-OCH₃

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