6-tert-Butoxycarbonylamino-hexanoic acid (1S,4aS,5R,6S,8aS)-5-(2-chloro-5-methoxy-3,6-dioxo-cyclohexa-1,4-dienylmethyl)-5,6,8a-trimethyl-decahydro-naphthalen-1-ylmethyl ester

Base Information

Chemical Name:6-tert-Butoxycarbonylamino-hexanoic acid (1S,4aS,5R,6S,8aS)-5-(2-chloro-5-methoxy-3,6-dioxo-cyclohexa-1,4-dienylmethyl)-5,6,8a-trimethyl-decahydro-naphthalen-1-ylmethyl ester
CAS No.:188477-72-7
Molecular Formula:C₃₃H₅₀ClNO₇
Molecular Weight:608.216
Hs Code.:

6-tert-Butoxycarbonylamino-hexanoic acid (1S,4aS,5R,6S,8aS)-5-(2-chloro-5-methoxy-3,6-dioxo-cyclohexa-1,4-dienylmethyl)-5,6,8a-trimethyl-decahydro-naphthalen-1-ylmethyl ester

Synonyms:6-tert-Butoxycarbonylamino-hexanoic acid (1S,4aS,5R,6S,8aS)-5-(2-chloro-5-methoxy-3,6-dioxo-cyclohexa-1,4-dienylmethyl)-5,6,8a-trimethyl-decahydro-naphthalen-1-ylmethyl ester

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Chemical Property of 6-tert-Butoxycarbonylamino-hexanoic acid (1S,4aS,5R,6S,8aS)-5-(2-chloro-5-methoxy-3,6-dioxo-cyclohexa-1,4-dienylmethyl)-5,6,8a-trimethyl-decahydro-naphthalen-1-ylmethyl ester

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Technology Process of 6-tert-Butoxycarbonylamino-hexanoic acid (1S,4aS,5R,6S,8aS)-5-(2-chloro-5-methoxy-3,6-dioxo-cyclohexa-1,4-dienylmethyl)-5,6,8a-trimethyl-decahydro-naphthalen-1-ylmethyl ester

There total 4 articles about 6-tert-Butoxycarbonylamino-hexanoic acid (1S,4aS,5R,6S,8aS)-5-(2-chloro-5-methoxy-3,6-dioxo-cyclohexa-1,4-dienylmethyl)-5,6,8a-trimethyl-decahydro-naphthalen-1-ylmethyl 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: 92.0%

: 188477-71-6
6-tert-Butoxycarbonylamino-hexanoic acid (1S,4aS,5R,6S,8aS)-5-(2-chloro-3,5-dimethoxy-benzyl)-5,6,8a-trimethyl-decahydro-naphthalen-1-ylmethyl ester

: 188477-72-7
6-tert-Butoxycarbonylamino-hexanoic acid (1S,4aS,5R,6S,8aS)-5-(2-chloro-5-methoxy-3,6-dioxo-cyclohexa-1,4-dienylmethyl)-5,6,8a-trimethyl-decahydro-naphthalen-1-ylmethyl ester

Guidance literature:: With ammonium cerium(IV) nitrate; In water; acetonitrile; for 3.25h; Ambient temperature;
DOI:10.1021/jo962292l

Reference yield:

: 6404-29-1
6-(tert-butoxycarbonylamino)hexanoic acid

: 188477-72-7
6-tert-Butoxycarbonylamino-hexanoic acid (1S,4aS,5R,6S,8aS)-5-(2-chloro-5-methoxy-3,6-dioxo-cyclohexa-1,4-dienylmethyl)-5,6,8a-trimethyl-decahydro-naphthalen-1-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / DMAP, EDCI / CH₂Cl₂ / 1) 0 deg C, 2 h; 2) 25 deg C, 12 h, rt

2: 92 percent / cerium ammonium nitrate / acetonitrile; H₂O / 3.25 h / Ambient temperature

With dmap; ammonium cerium(IV) nitrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water; acetonitrile;
DOI:10.1021/jo962292l

Reference yield:

: 162407-20-7
(1R,2S,4aS,8aS)-1-(2-Chloro-3,5-dimethoxy-benzyl)-1,2,4a-trimethyl-5-methylene-decahydro-naphthalene

: 188477-72-7
6-tert-Butoxycarbonylamino-hexanoic acid (1S,4aS,5R,6S,8aS)-5-(2-chloro-5-methoxy-3,6-dioxo-cyclohexa-1,4-dienylmethyl)-5,6,8a-trimethyl-decahydro-naphthalen-1-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) BH₃*SMe₂, 2.) aq. NaOH, aq. H₂O₂ / 1) THF, 25 deg C, 3 h; 2) THF, EtOH, reflux, 1 h

2: 94 percent / DMAP, EDCI / CH₂Cl₂ / 1) 0 deg C, 2 h; 2) 25 deg C, 12 h, rt

3: 92 percent / cerium ammonium nitrate / acetonitrile; H₂O / 3.25 h / Ambient temperature

With dmap; sodium hydroxide; ammonium cerium(IV) nitrate; dimethylsulfide borane complex; dihydrogen peroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water; acetonitrile;
DOI:10.1021/jo962292l