(2S,3R)-3-(Bis-phenylsulfanyl-phosphoryloxy)-2-tert-butoxycarbonylamino-butyric acid

Base Information

Chemical Name:(2S,3R)-3-(Bis-phenylsulfanyl-phosphoryloxy)-2-tert-butoxycarbonylamino-butyric acid
CAS No.:134167-01-4
Molecular Formula:C₂₁H₂₆NO₆PS₂
Molecular Weight:483.546
Hs Code.:

Synonyms:(2S,3R)-3-(Bis-phenylsulfanyl-phosphoryloxy)-2-tert-butoxycarbonylamino-butyric acid

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Chemical Property of (2S,3R)-3-(Bis-phenylsulfanyl-phosphoryloxy)-2-tert-butoxycarbonylamino-butyric acid

Chemical Property:

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Technology Process of (2S,3R)-3-(Bis-phenylsulfanyl-phosphoryloxy)-2-tert-butoxycarbonylamino-butyric acid

There total 3 articles about (2S,3R)-3-(Bis-phenylsulfanyl-phosphoryloxy)-2-tert-butoxycarbonylamino-butyric acid 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: 89.0%

: 134166-93-1
(2S,3R)-3-(Bis-phenylsulfanyl-phosphoryloxy)-2-tert-butoxycarbonylamino-butyric acid di-p-tolylmethyl ester

: 134167-01-4
(2S,3R)-3-(Bis-phenylsulfanyl-phosphoryloxy)-2-tert-butoxycarbonylamino-butyric acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.25h;
DOI:10.1016/S0040-4039(00)79664-X

Reference yield:

: 2592-18-9
Boc-Thr-OH

: 134167-01-4
(2S,3R)-3-(Bis-phenylsulfanyl-phosphoryloxy)-2-tert-butoxycarbonylamino-butyric acid

Guidance literature:: Multi-step reaction with 3 steps

1: 57 percent / 40percent peracetic acid, I₂ / CH₂Cl₂ / 0 °C

2: 88 percent / isodurenedisulfonyl chloride, 1H-tetrazole, pyridine

3: 89 percent / TFA / CH₂Cl₂ / 0.25 h / 0 °C

With pyridine; 1H-tetrazole; peracetic acid; iodine; 2,4,5,6-tetramethylbenzenedisulfonyl dichloride; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/S0040-4039(00)79664-X

Reference yield:

: 134166-88-4
(2S,3R)-2-tert-Butoxycarbonylamino-3-hydroxy-butyric acid di-p-tolylmethyl ester

: 134167-01-4
(2S,3R)-3-(Bis-phenylsulfanyl-phosphoryloxy)-2-tert-butoxycarbonylamino-butyric acid

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / isodurenedisulfonyl chloride, 1H-tetrazole, pyridine

2: 89 percent / TFA / CH₂Cl₂ / 0.25 h / 0 °C

With pyridine; 1H-tetrazole; 2,4,5,6-tetramethylbenzenedisulfonyl dichloride; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/S0040-4039(00)79664-X